Why doesn't my artwork go with the songs when I transfer them?

If I make a playlist from songs on my PC and these all have artwork then transfere said playlist to my phone the artwork doesn't follow.
Is there any good reason for this?
Thanks
Edward.

*Why is artwork not showing on my iPod when it's there in iTunes?*
iTunes will display a cover in many of it's views provided at least one track from the album has embedded artwork. The iPod appears to load only the artwork from track one to create the cover flow and album views which means that it can sometimes fail to display art for albums even when you can see the art in iTunes. Further, when tracks are played on the iPod, artwork is displayed if and only if it exists in the currently playing track, so track one may show art while track two does not.
*How to find tracks without artwork*
To find all the tracks without artwork so that you can update them you can try http://www.stum.de/itunes-find-tracks-without-artwork/ for Windows or http://dougscripts.com/itunes/scripts/ss.php?sp=trackswithoutartwork for Macs. Use Google, Amazon, Discogs etc. to locate relevant images. Ideally these should be square, 320x320 pixels or above and borderless to give the best results in the various menus. If you have artwork for some tracks of an album, but not others, find the album in the main music folder, select a track with artwork, right-click (Option-Click for Macs) on the art & click copy, then select all the tracks of the album, use CTRL-I or Command-I to *Get Info* and then paste the image into the artwork box.
I say 320x320 because I believe (from using TouchCopy) that it's the size used in the iPod cache so if you're going to crop or resize you might as well work to that size. Otherwise 200x200 is probably good enough.
*Rebuild artwork cache*
Sometimes the artwork cache becomes corrupt and fails to show correct artwork, even when this is properly set up in iTunes. To rebuild the artwork cache, connect your iPod to iTunes. Locate the iPod in the Sources pane on the left-hand side, then select the Music tab. Remove the tick from *Display album artwork on your iPod*, sync the iPod, reselect the option & sync again.
tt2

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How do i copy album artwork to all the songs in an album as some of the songs do not have the artwork, as with the previous version of itunes you had to load artwork individually.
I have tried the copy and paste option and that does not work
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"How do i copy album artwork to all the songs in an album as some of the songs do not have the artwork, as with the previous version of itunes you had to load artwork individually."
That suggests some underlying issue, as iTunes has always (AFAIR) allowed artwork to be assigned with multiple tracks in a single action. For an album, right-click on the album, select Get Info, select the Artwork tab. You then have three options:
If the artwork image exists as a file, click the Get Artwork button, browse to and select the file, then click Open.
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The format of your media files doesn't support embedded artwork - specifically, uncompressed audio in WAV format. You'll need to convert to Apple Lossless (without loss of quality) or either MP3 or AAC (if you're OK with lossy media) before artwork images can be associated with your media.
Windows' permissions are preventing your media files from being updated when iTunes attempts to embed the images (in a perfect world iTunes should report this as an error, but it actually does nothing). To check this, find the folder that contains media of interest in Windows Explorer (by default this will be C:\Users\user_name\Music\iTunes\iTunes Media\Music\artist_name\album_name), right-click and select Properties, Security tab - check that your Windows user account has full control over the folder.
The media files that you're trying to add artwork to may be set to read-only in Windows. Select the folder as before in Windows Explorer, right-click > Properties and make sure that the Read-only flag is cleared.

Why doesn't my artwork go with the songs when I transfer them?

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