Natural rubber is known to have poor oil resistance due to its hydrocarbon nature. Modification of NR such as by epoxidation has brought about a substantial improvement in oil resistance [22]. Fig. 11 shows the swelling ratio of the rubber vulcanizates after immersion in ASTM oil No. 1 and IRM 903 at a temperature of 100 °C for 72 h. All the modi- fied NRs show much less swelling than the virgin NR. The E(NR-g-PMMA)s with 20 and 30 mol% epoxide have lower swelling ratios than the ENR30, NR-g-PMMA and NR, respectively. As the amount of epoxide groups in the epox- idized graft copolymers increased, the swelling ratios decreased indicating an increase in oil resistance. The com- bined effect of PMMA and epoxide groups in the ENR-g- PMMA30 resulted in an extremely low swelling ratio in both oil types. These results correlate well with the decrease in contact angle of the rubbers noted above, due to their increased polarity. A comparison between oil types revealed that the swelling ratio of rubber in IRM 903 is very much larger than in the less polar ASTM oil No. 1. ASTM oil No. 1 is composed of a less aromatic hydrocarbon structure as reflected by its higher aniline point at 124 ± 1 °C, while IRM 903 has a more polar and aromatic structure as indicated by its lower aniline point at 70 ± 1 °C [23].