This script is named o.rb:
@logger = Logger.new(STDOUT)
@logger.info "start_time : #{start_time}"
When I run it using ./o.rb, the output on the console is correct.
However, when I tried ./o.rb > log.txt 2>&1, the log file is empty!
Why did this happen? 
I have the same issue while using the simple puts function.
UPDATE
This will reproduce this issue:
require 'logger'
logger = Logger.new(STDOUT)
loop do
  logger.info "This is a test haha"
  sleep(1)
end
When I run it using ./foo.rb, it writes correctly to the console output. 
When I run ./foo.rb > log.txt, I get nothing.
Also, when I use ./foo.rb | tee log.txt, nothing is written to the console and the log file is empty.
The log.txt file was created but remains empty.
My Ruby version is 1.8.7.
It's a buffering problem, you can set the standard output to sync and this should resolve it.
#!/usr/bin/env ruby
require 'logger'
$stdout.sync = true
logger = Logger.new($stdout)
loop do
  logger.info "This is a test haha"
  sleep 1
end
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