p‐Phenylenediamine was chemically attached to low molecular weight chlorinated paraffin wax. The polymer‐bound p‐phenylenediamine was characterized by vapor‐phase osmometry (VPO), proton magnetic resonance spectroscopy (1H‐NMR), infrared spectroscopy (IR), and thermogravimetric analysis (TGA). The efficiency and permanence of the polymer‐bound p‐phenylenediamine as an antioxidant was compared with a conventional amine‐type antioxidant in natural rubber vulcanizates. The vulcanizates showed improved aging resistance in comparison to vulcanizates containing a conventional antioxidant. The presence of liquid polymer‐bound p‐phenylenediamine also reduces the amount of the plasticizer required for compounding. © 2001 John Wiley & Sons, Inc. J Appl Polym Sci 81: 2183–2189, 2001

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Phenol was chemically attached to low molecular weight chlorinated polyisobutylene and stearic acid respectively. These phenolic antioxidants were characterised by IR, 1 H NMR and TGA. The efficiency and permanence of these bound antioxidants were compared with conventional antioxidants in natural rubber vulcanisates. The vulcanisates showed comparable ageing resistance in comparison to vulcanisates containing conventional antioxidants. The presence of liquid polymer bound phenol reduce the amount of plasticiser required for compounding.

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New paraphenylene diamine antioxidants were prepared. The efficiency and permanence of these oligomer-bound paraphenylene diamines were compared with those of conventional amine-type antioxidants in elastomer blends such as natural rubber/styrene-butadiene rubber and natural rubber/polybutadiene rubber. These oligomerbound antioxidants showed improved aging resistance and ozone resistance in comparison with the blends containing conventional antioxidants. The liquid oligomer-bound paraphenylene diamine could replace the plasticizer required for compounding.