Hydrophobic plug wrap

A smoking article comprising:

• a tobacco substrate;
• a filter segment at a mouth end of the smoking article, comprising filtration material axially aligned in an abutting end to end relationship with the tobacco substrate;
• a plug wrap disposed about the filtration material and comprising a downstream end at the mouth end of the smoking article and an upstream end opposite of the downstream end, wherein the plug wrap has a hydrophobic surface due to hydrophobic groups covalently bonded to the plug wrap, wherein the hydrophobic surface of the plug wrap has a water contact angle of at least about 100 degrees, wherein the hydrophobic surface is not present at the upstream end of the plug wrap;
• and
• a tipping paper circumscribing the plug wrap;
• wherein the hydrophobic surface comprises at least 100 discrete islands defining a pattern of hydrophobic area on the surface of the plug wrap, and the at least 100 discrete islands having an average lateral dimension of 5 μm to 100 μm.