convert.rb

def i(str)
  return '' if str.nil? || (stripped = str.strip).empty?

  "🧲#{stripped}🧲"
end

def convert(input)
  input.gsub(/🍪([^🔤🍪]+)?((🔤([^🔤🍪]+)🔤([^🔤🍪]+)?)+)🍪/) do
    m = Regexp.last_match
    s = "🔤#{i m[1]}"
    m[2].scan(/🔤([^🔤🍪]+)🔤([^🔤🍪]+)?/).each { |l, e| s << l << i(e) }
    s << '🔤'
  end
end

Dir['*.emojic'].each do |file_name|
  puts file_name
  converted = convert(File.read(file_name))
  File.open(file_name, 'w') { |file| file.puts converted }
end