A series of Pressure-Sensitive Adhesives (PSAs) with different soft monomer compositions were prepared by using emulsion polymerization. The monomers used were acrylic acid (AA), n-butyl acrylate (n-BA) and 2-ethylhexyl acrylate (2-EHA). Maintaining the same acrylic acid fraction in all polymerizations, the n-BA/2-EHA weight ratio varied from 0 to 1. These polymers were characterized by using Fourier Transformed Infrared Spectroscopy (FTIR), and the Glass Transition Temperature (Tg) was determined both theoretically from the Fox equation and experimentally by means of differential scanning calorimetry (DSC). The tetrahydrofuran (THF) insoluble polymer fraction was used to calculate the gel content, and the soluble part was used to determine the average molecular weight by means of Gas Permeation Chromatography (GPC). The adhesive performance was assessed by measuring tack, peel and shear resistance. The results showed that with the 2-EHA rate, the elastic modulus slightly decreased and the shear yield strength slightly increased. Consequently, the loop tack and peel resistances decreased. This behavior was attributed to the increase of the gel content with the ratio of comonomers studied. The adhesives were tested in paper labels on glass bottles immersed in a cold-water bath, the so-called ice bucket test, and all of them showed that they could withstand wet and cold environment conditions.