$re = '/(?:^|(?<=\s))(?!1?\d{10}@)(\w[\w\.]*@\w+\.[\w\.]+)\b/m';
$str = '123456789@test.com // allowed (9 digits or less)
01234567890@test.com // allowed (11 digits but not starting with 1)
123456789012@test.com // allowed (12 digits or more)
0123456789@test.com // NOT allowed (10 digits)
11234567890@test.com // NOT allowed (11 digits and starting with 1)';
preg_match_all($re, $str, $matches, PREG_SET_ORDER, 0);
// Print the entire match result
var_dump($matches);
Please keep in mind that these code samples are automatically generated and are not guaranteed to work. If you find any syntax errors, feel free to submit a bug report. For a full regex reference for PHP, please visit: http://php.net/manual/en/ref.pcre.php