Chilkat v11.2.0 Release Notes

Pinned November 3, 2025

Previous Version: Chilkat v11.1.0 Release Notes The main addition in v11.2.0 is the Chilkat.Ai class, and the Chilkat.StringBuilder.MarkdownToHtml method. Ai: The Chilkat AI class provides a unified API for interacting with different AI providers: OpenAI, Google, Claude, xAI, Perplexity, and DeepSeek. It provides functionality for conversation management, multimodal inputs, and streaming mode. Markdown to HTML […]

Semantic Versioning Starting with Chilkat 10.0.0

Pinned September 26, 2024

Starting with the v10.0.0 release (end of September 2024), Chilkat moves to standard semantic versioning.   Prior to this release, for various technical reasons, Chilkat was stuck with versions 9.5.0.xx, where only xx changed. For this first leap to semantic versioning, where the major version changes to 10 (from 9), there are no backward incompatible changes.  […]

How Long can an OAuth2 Access Token be Refreshed?

October 2, 2024 in OAuth2

The ability to refresh an OAuth2 access token using a refresh token depends on the following factors: The Expiration of the Refresh Token: Refresh tokens typically have longer lifetimes than access tokens, and in some cases, they may not expire at all (until revoked). However, some authorization servers issue refresh tokens with expiration times. The […]

Chilkat v10.0.0 Release Notes

October 2, 2024 in release notes

Next Version: Chilkat v10.1.0 Release Notes/ Previous Version: Chilkat v9.5.0.99 Release Notes/ Semantic Versioning: Chilkat finally moves to standard semantic versioning. See the information about Chilkat Semantic Versioning starting in v10.0.0. Apple Keychain Integration: Chilkat is fully integrated with the Apple Keychain, including HSMs (USB tokens and smartcards).  This includes both MacOS and iOS.  Documentation […]

Send Email from Hotmail.com, Live.com, or Outlook.com

October 1, 2024 in Microsoft Email

Question:  I want my desktop application (or script) to send email from my Hotmail.com account (or my Live.com or Outlook.com account).  My application will connect to the SMTP server for hotmail.com, authenticate using OAuth2, and send the email.  I want to use Chilkat’s MailMan class to do it.  I’m completely lost.  Where do I even […]

What is the Microsoft OAuth2 Authorization Endpoint?

October 1, 2024 in OAuth2

(back to Send Email from Hotmail.com, Live.com, or Outlook.com) The Microsoft OAuth2 authorization endpoint is the URL where users are redirected to authorize your application and give it permissions to access their resources (such as email, calendar, etc.) using Microsoft’s OAuth2 protocol. Authorization Endpoint (for Microsoft Identity Platform): https://login.microsoftonline.com/{tenant}/oauth2/v2.0/authorize Explanation: {tenant}: This specifies the Azure […]

Creating an App Registration w/ Client ID for OAuth2 Authentication for Hotmail.com, Live.com, or Outlook.com

October 1, 2024 in Microsoft Email

(back to Send Email from Hotmail.com, Live.com, or Outlook.com) To create an App Registration in Entra ID (formerly known as Azure Active Directory or Azure AD)  you need a Microsoft work or school account. This is typically associated with an Azure AD tenant, and it provides the necessary permissions to access Entra ID features. Here’s […]

Is username@live.com the same email account as username@hotmail.com?

October 1, 2024 in Microsoft Email

(back to Send Email from Hotmail.com, Live.com, or Outlook.com) No, “username@live.com” and “username@hotmail.com” are not the same email account, even though both are part of Microsoft’s email services. Each email address is unique, and the part after the “@” (the domain) differentiates the accounts. Key Differences: “@live.com”: This domain was introduced by Microsoft in 2005 […]

Is Hotmail.com the same as Live.com?

October 1, 2024 in Microsoft Email

(back to Send Email from Hotmail.com, Live.com, or Outlook.com) Yes, hotmail.com and live.com are both part of Microsoft’s family of email services and essentially refer to the same backend infrastructure, although they originated from different services. Key Points: Hotmail: Originally launched in 1996 as one of the first free webmail services. Acquired by Microsoft in […]

SMTP Server Settings for Hotmail.com, Live.com, and Outlook.com

October 1, 2024 in Uncategorized

(back to Send Email from Hotmail.com, Live.com, or Outlook.com) The SMTP settings for Hotmail.com, Live.com, and Outlook.com are the same because all these email domains are part of Microsoft’s unified Outlook email service, which uses the same mail servers. Here are the SMTP settings: SMTP Server Settings (for sending email): SMTP Server: smtp.office365.com Port: 587 […]

Signing on iOS with a USB Token or Smartcard

September 30, 2024 in HSM

Chilkat v10.0.0 is able to create digital signatures for PDF, XmlDSig (XAdES), CAdES, S/MIME, etc. using the HSM (USB token or smartcard) connected to an iPhone.  It’s just a matter of calling the certificate object’s LoadFromSmartcard function.  You’ll also need to add the “com.apple.token” entitlement to your application. Here are some examples: Objective-C Sign PDF […]