(Ruby) Send Encrypted Email using RSAES-OAEP with AES-128 CBC and SHA256

Demonstrates how to send encrypted email using RSAES-OAEP with SHA256 and AES-128 content encryption.

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

Chilkat Ruby Downloads install from rubygems.org gem install chilkat or download... Ruby Library for Windows, MacOS, Linux, Alpine Linux

require 'chilkat'

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

# Load an RSA-based certificate.
# (Encrypting an email only requires the public key.  Decrypting an email requires the private key.)
cert = Chilkat::CkCert.new()
success = cert.LoadFromFile("qa_data/rsaes-oaep/cert.pem")
if (success != true)
    print cert.lastErrorText() + "\n";
    exit
end

email = Chilkat::CkEmail.new()

# Create a simple email.
email.put_Subject("Sample RSAES-OAEP Encrypted Email")
email.put_Body("Sample RSAES-OAEP Encrypted Email")
email.put_From("support@chilkatsoft.com")

# Add a recipient.
# (The email is encrypted using the recipient's certificate.
# If sending to multiple recipients, then the AddEncryptCert method would
# need to be called once for each recipient's certificate.)
email.AddTo("Chilkat GMail","chilkat.support@gmail.com")

# Set the email object properties to indicate the desired encryption.
email.put_Pkcs7CryptAlg("aes")
# If AES-256 is desired, set the following property to 256.
email.put_Pkcs7KeyLength(128)
email.put_OaepPadding(true)
# Other choices for the OAEP hash algorithm are "sha1", "sha384", and "sha512"
email.put_OaepHash("sha256")

# Provide the certificate to be used for encryption
email.AddEncryptCert(cert)

# Don't forget to indicate that the email should be encrypted when sent..
email.put_SendEncrypted(true)

# The mailman object will do the RSAES-OAEP encryption when sending.
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)

# Send the email.  The mailman will encrypt the email as directed by the 
# property settings of the email object.
success = mailman.SendEmail(email)
if (success != true)
    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 an example of an RSAES-OAEP encrypted email
# -----------------------------------------------------------

# MIME-Version: 1.0
# Date: Thu, 27 Apr 2017 08:43:32 -0500
# Message-ID: <772DC039F0259C474BAC60240EA2BA2272402308@CHILKAT13>
# Content-Type: application/pkcs7-mime; name="smime.p7m"; smime-type="enveloped-data"
# Content-Transfer-Encoding: base64
# X-Priority: 3 (Normal)
# Subject: Sample RSAES-OAEP Encrypted Email
# From: support@chilkatsoft.com
# To: "Chilkat GMail" <chilkat.support@gmail.com>
# Content-Disposition: attachment; filename="smime.p7m"
# 
# MIICWQYJKoZIhvcNAQcDoIICSjCCAkYCAQAxggGgMIIBnAIBADB1MGgxCzAJBgNVBAYTAlVTMQsw
# CQYDVQQIDAJJTDEQMA4GA1UEBwwHV2hlYXRvbjEhMB8GA1UECgwYSW50ZXJuZXQgV2lkZ2l0cyBQ
# dHkgTHRkMRcwFQYDVQQDDA5DaGlsa2F0V2lkZ2V0cwIJAMRwugDmvniwMBwGCSqGSIb3DQEBBzAP
# oA0wCwYJYIZIAWUDBAIBBIIBABr0E1dKJjK0FAYRz/NCtJmBeB0nUxgcuBnhGPI/UeyGub3cCo+K
# G5F4/iVTBJqVvYIF5+fvBnyTginwv7OiUiFWLyihiFC3NIyZJO22+XMHpNatCffTPZk10WswkTgk
# G3ApnRvGQAaldnFD0Hs8drPU4vBvY9QsjT7YDGa6u2NMX+sr1ewEZArqU0mNfJ6RsEYd5FQbFEVF
# qLmnz8Dt+yhoJlUtfUd8TXIeqHRJ7RxKOTSzlBZaAdTv2QX4oL9IcAgZeTg5iw+yRPkSAwWyg+I/
# 7fybLsUpRGDHTGUU+AvHvP0kYKa1mkvccBVEC/+4hEyhpS1tWIR5ByY6vM76Z+8wgZwGCSqGSIb3
# DQEHATAdBglghkgBZQMEAQIEEKqD0YDHX1NsVDaV32UczpeAcLteQyRPTV4hATjwcPiVelPfeWNs
# xZKRGaEBqLM8+Y+V4ciCFoOlgJuOcP4m1PTHyilfzd+SCsKz5l1C7+sfPf36n2aacX6IWga59Bz5
# QbWrOHDUT7O5PnGwKVgQFw3Cj4GrdPGWKcoqxB0HuKnj3WA=