(SQL Server) Add S/MIME Signature using PFX

Add a digital signature to a MIME message using the certificate + private key from a PFX file.

Chilkat ActiveX Downloads ActiveX for 32-bit and 64-bit Windows

-- Important: See this note about string length limitations for strings returned by sp_OAMethod calls.
--
CREATE PROCEDURE ChilkatSample
AS
BEGIN
    DECLARE @hr int
    -- Important: Do not use nvarchar(max).  See the warning about using nvarchar(max).
    DECLARE @sTmp0 nvarchar(4000)
    -- This example requires the Chilkat API to have been previously unlocked.
    -- See Global Unlock Sample for sample code.

    DECLARE @mime int
    -- Use "Chilkat_9_5_0.Mime" for versions of Chilkat < 10.0.0
    EXEC @hr = sp_OACreate 'Chilkat.Mime', @mime OUT
    IF @hr <> 0
    BEGIN
        PRINT 'Failed to create ActiveX component'
        RETURN
    END

    -- Load a PFX file into a certificate object.
    DECLARE @cert int
    -- Use "Chilkat_9_5_0.Cert" for versions of Chilkat < 10.0.0
    EXEC @hr = sp_OACreate 'Chilkat.Cert', @cert OUT

    DECLARE @pfxFilepath nvarchar(4000)
    SELECT @pfxFilepath = 'pfxFiles/something.pfx'
    DECLARE @pfxPassword nvarchar(4000)
    SELECT @pfxPassword = 'secret'
    DECLARE @success int
    EXEC sp_OAMethod @cert, 'LoadPfxFile', @success OUT, @pfxFilepath, @pfxPassword
    IF @success = 0
      BEGIN
        EXEC sp_OAGetProperty @cert, 'LastErrorText', @sTmp0 OUT
        PRINT @sTmp0
        EXEC @hr = sp_OADestroy @mime
        EXEC @hr = sp_OADestroy @cert
        RETURN
      END

    EXEC sp_OAMethod @mime, 'SetBodyFromPlainText', @success OUT, 'This is the plain-text MIME body.'

    EXEC sp_OASetProperty @mime, 'Charset', 'utf-8'
    EXEC sp_OASetProperty @mime, 'Encoding', 'quoted-printable'

    -- Sign the MIME (adds a PKCS7 detached signature)
    EXEC sp_OAMethod @mime, 'AddDetachedSignature', @success OUT, @cert
    IF @success = 0
      BEGIN
        EXEC sp_OAGetProperty @mime, 'LastErrorText', @sTmp0 OUT
        PRINT @sTmp0
        EXEC @hr = sp_OADestroy @mime
        EXEC @hr = sp_OADestroy @cert
        RETURN
      END

    -- Save the S/MIME to a file.
    EXEC sp_OAMethod @mime, 'SaveMime', @success OUT, '/temp/signedMime.txt'
    IF @success = 0
      BEGIN
        EXEC sp_OAGetProperty @mime, 'LastErrorText', @sTmp0 OUT
        PRINT @sTmp0
        EXEC @hr = sp_OADestroy @mime
        EXEC @hr = sp_OADestroy @cert
        RETURN
      END


    PRINT 'success!'

    EXEC @hr = sp_OADestroy @mime
    EXEC @hr = sp_OADestroy @cert


END
GO