Ruby
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. .
Chilkat Ruby Downloads

Ruby
require 'chilkat'

success = false

# 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 = Chilkat::CkPfx.new()
success = pfx.LoadPfxFile("qa_data/rsassa-pss/privatekey.pfx","PFX_PASSWORD")
if (success == false)
    print pfx.lastErrorText() + "\n";
    exit
end

email = Chilkat::CkEmail.new()

# Create a simple email.
email.put_Subject("Sample RSASSA-PSS Signed Email")
email.put_Body("Sample RSASSA-PSS Signed Email")
email.put_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.put_SendSigned(true)
email.put_SigningAlg("pss")
email.put_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 = Chilkat::CkCert.new()
success = pfx.CertAt(0,cert)
if (success == false)
    print pfx.lastErrorText() + "\n";
    exit
end

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

mailman = Chilkat::CkMailMan.new()

# Set the SMTP settings for your email account on your mail server.
mailman.put_SmtpUsername("SMTP_LOGIN")
mailman.put_SmtpPassword("SMTP_PASSWORD")
mailman.put_SmtpHost("MY_SMTP_DOMAIN_OR_IP")
mailman.put_SmtpPort(587)
mailman.put_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.put_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 == false)
    print mailman.lastErrorText() + "\n";
    exit
end

success = mailman.CloseSmtpConnection()
if (success != true)
    print "Connection to SMTP server not closed cleanly." + "\n";
end

print "Mail Sent!" + "\n";

# -----------------------------------------------------------
# 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--