In Chrome v75 Windows 10
font-family: \"Arial Black\"
works, but font-family: \"Arial Bold\"
doesn\'t.
They both work in Edge.
"Arial Bold" isn't a font family.
"Arial" is a font family. "Bold" is a weight. The Bold weight of Arial is stored in a file called "Arial Bold", but this doesn't mean it's part of a separate family.
What you want is:
.example {
font-family: "Arial";
font-weight: bold;
}
<div class="example">Example</div>