Since Habs, er, Hockey I/O isn't something that people buy, not sure it would apply. There's another trademark on Habs for "Entertainment services in the nature of ice hockey exhibitions," which doesn't exactly apply to a website either.
Pretty dumb move by the Canadiens. RDS has a Canadien section (not only that, they prominently display the Montreal Canadiens logo!), so who cares if the Gazette has a Habs section called Habs Inside Out?? They aren't pretending to be the Canadiens, and they aren't making money by naming themselves Habs... it's about the reporting they do ON the Habs... Makes me want to find a new NHL team. Greedy people suck.
RDS is a rightsholder. They pay millions for their exclusive TV coverage of the Canadiens and I am sure there are online provisions in that deal that allow them to do all those things.
The Gazette, while a long time outlet for the club, does not provide the Habs with revenue and has no contractually negotiated rights to the name.
Here is the simple math. RDS and other NHL rights holders pay royally to use those rights and if the NHL feels it can get more money or augment the values of those deals by cracking down on these things, then why not?
This is the same logic that has you seeing still pictures of Olympic events on other networks, rather than actual video, and why the NFL is so hard to see online. Even the rightsholders to the NFL can only use so many seconds of the game and only use that for a number of hours after the event.