A multifunctional additive (1-allyl-3-(4-(phenylamino)phenyl)thiourea, APPT) with amine, thiourea and allyl groups was synthesized by reacting N-phenyl-p-phenylenediamine (PPD) with allyl isothiocyanate (AITC). The chemical structure of APPT was confirmed by FTIR, UV–Vis, ¹H NMR, ¹³C NMR and elemental analysis. When employed in styrene-butadiene rubber (SBR)/silica composites, APPT endowed the composites with much better antioxidative properties than the commercial antioxidant N-isopropyl-N′-phenyl-p-phenylenediamine (IPPD), oxidation induction time (OIT) of composites containing APPT (126.61 min) was almost twice as long as that with IPPD (63.87 min). Meanwhile, APPT could accelerate the vulcanization effectively resulting from the synergistic effect among amine, thiourea and allyl groups. Moreover, APPT could help silica disperse much homogeneously in the rubber matrix than did IPPD. Besides, although as an amine derivative like IPPD, APPT showed much slighter effect on the discoloration of SBR/silica composites. Taken together, this study might provide an option for the preparation of multifunctional amine rubber additive with high-efficiency yet slight discoloration.

通过使N-苯基-对苯二胺（PPD）与异硫氰酸烯丙酯（AITC）反应，合成了具有胺，硫脲和烯丙基的多功能添加剂（1-烯丙基-3-（4-（苯基氨基）苯基）硫脲，APPT ）。APPT的化学结构已通过FTIR，UV-Vis，¹ H NMR，¹³ C NMR和元素分析得到了证实。当用于苯乙烯-丁二烯橡胶（SBR）/二氧化硅复合材料中时，APPT使复合材料具有比市售抗氧化剂N-异丙基-N'-苯基-p更好的抗氧化性能。-苯二胺（IPPD），含APPT的复合材料的氧化诱导时间（OIT）（126.61分钟）几乎是IPPD（63.87分钟）的两倍。同时，由于胺，硫脲和烯丙基之间的协同作用，APPT可以有效地促进硫化。而且，APPT可以帮助二氧化硅比IPPD更加均匀地分散在橡胶基质中。另外，尽管APPT作为胺衍生物如IPPD，但对SBR /二氧化硅复合物的变色显示出很小的影响。综上所述，该研究可能为制备高效但略有变色的多功能胺橡胶添加剂提供一个选择。