大分子抗氧剂的合成Synthesis and Characterization of Polyhydroxylated Polybutadiene.pdfVIP

Synthesis and Characterization of Polyhydroxylated Polybutadiene Binding 2,20 -Thiobis(4-methyl-6-tert-butylphenol) with Isophorone Diisocyanate Wenjian Wu, Xingrong Zeng, Hongqiang Li, Xuejun Lai, Zengyang Yan College of Materials Science and Engineering, South China University of Technology, Guangzhou 510640, People’s Republic of China Correspondence to: X. Zeng (E-mail: psxrzeng@) 0 ABSTRACT: A macromolecular hindered phenol antioxidant, polyhydroxylated polybutadiene containing thioether binding 2,2 -thio- bis(4-methyl-6- tert-butylphenol) (PHPBT-b-TPH), was synthesized via a two-step nucleophilic addition reaction using isophorone diisocyanate (IPDI) as linkage. First, the AOH groups of PHPBT reacted with secondary ANCO groups of IPDI to form the adduct PHPBT-NCO, then the PHPBT-b-TPH was obtained by one phenolic AOH of 2,20 -thiobis(4-methyl-6-tert-butylphenol) (TPH) react- ing with the PHPBT-NCO. The PHPBT-b-TPH was characterized by Fourier transform infrared spectroscopy, 1H nuclear magnetic resonance (1H-NMR), 13C-NMR, and thermogravimetric analysis, and its antioxidant activity in natural rubber was studied by an accelerated aging test. Influences of reaction conditions on the two nucleophilic reactions between AOH group and ANCO group were investigated. In addition, catalytic mechanism for the reaction between PHPBT-NCO and TPH was discussed. The results showed that the adduct PHPBT-NCO could be obtained by using dibutyltin dilaurate (DBTDL) as catalyst, and the suitable tempera- ture and DBTDL amount were 35C and 3 wt %, respectively. However, triethylamine (TEA) was more efficient than DBTDL to cata- lyze the reaction between PHPBT-NCO and TPH because of steric hindrance