高等学校化学学报 ›› 2019, Vol. 40 ›› Issue (7): 1535-1543.doi: 10.7503/cjcu20180749

• 高分子化学 • 上一篇    下一篇

树状桥联半受阻酚类抗氧剂的合成与抗氧化性能

李翠勤1(), 翟雪1, 孙鹏1, 高宇新2, 张志秋1, 王俊1, 李锋1   

  1. 1. 东北石油大学化学化工学院, 石油与天然气化工省重点实验室, 大庆 163318
    2. 中国石油大庆化工研究中心, 大庆 163714
  • 收稿日期:2018-11-07 出版日期:2019-07-10 发布日期:2019-07-12
  • 作者简介:李翠勤, 女, 博士, 教授, 主要从事精细化学品研发方面的研究. E-mail: dqpilicuiqin@126.com
  • 基金资助:
    国家自然科学基金(批准号: 51303020)资助.

Synthesis and Antioxidant Capacity of Dendrimer Bridged Antioxidant with Semi-hindered Phenolic Groups

LI Cuiqin1,*(), ZHAI Xue1, SUN Peng1, GAO Yuxin2, ZHANG Zhiqiu1, WANG Jun1, LI Feng1   

  1. 1. Key Laboratory of Oil & Gas Chemical Technology, College of Chemistry and Chemical Engineering,Northeast Petroleum University, Daqing 163318, China
    2. Daqing Petrochemical Research Center, China National Petroleum Corporation, Daqing 163712, China
  • Received:2018-11-07 Online:2019-07-10 Published:2019-07-12
  • Contact: LI Cuiqin E-mail:dqpilicuiqin@126.com
  • Supported by:
    † Supported by the National Natural Science Foundation of China(No.51303020).

摘要:

从端基为胺基树状大分子出发, 合成了一种具有多个半受阻酚抗氧化基团、 结构对称的树状桥联半受阻酚类抗氧剂. 元素分析、 傅里叶变换红外光谱(FTIR)、 氢核磁共振波谱(1H NMR)、 质谱(MS)和冰点降低法证实合成的树状桥联半受阻酚类抗氧剂的化学结构与理论结构一致, 纯度较高. 采用1,1-二苯基-2-苦基肼(DPPH)法和差热扫描量热(DSC)法研究了树状桥联半受阻酚类抗氧剂的抗氧化性能, 并与相应的树状桥联全受阻酚类抗氧剂进行了对比. 研究结果表明, 树状桥联半受阻酚类抗氧剂清除DPPH自由基的活性不仅与清除体系中抗氧剂的浓度有关, 而且与清除时间有关; 清除时间为30 min时的抗氧化能力是清除时间为400 min时抗氧化能力的近2倍. 树状桥联半受阻酚类抗氧剂的半受阻效应使其在DPPH体系和HDPE树脂中的抗氧化能力均优于其相应的树状桥联全受阻酚类抗氧剂.

关键词: 树状大分子, 半受阻酚类抗氧剂, 抗氧化性能

Abstract:

A dendrimer bridged antioxidant with semi-hindered phenolic groups and symmetrical structure was synthesized using 1.0G dendrimer as raw material. The structure and the purity of the dendrimer bridged antioxidant with semi-hindered phenolic groups were verified by elemental analysis, Fourier transform infrared spectoscopy(FTIR), 1H nuclear magnetic resonance spectroscopy(1H NMR), mass spectrometry(MS) and cryoscopic method. The antioxidant capacity of the dendrimer bridged antioxidant with semi-hindered phenolic groups was evaluated by the 1,1-diphenyl-2-picrylhydrazine(DPPH) assay and differential scanning calorimetry(DSC) method, and its antioxidant capacities was compared with those of the corresponding dendrimer bridged antioxidant with total-hindered phenol groups. The results showed that the free radical scavenging activities of the dendrimer bridged antioxidant with semi-hindered phenolic groups were affected not only by the antioxidant concentration but also by the reaction time. The antioxidant activity at the scavenging time of 30 min was about twice of which at the scavenging time of 400 min for the dendrimer bridged antioxidant with semi-hindered phenolic groups. Because of the semi-hindered phenolic effect, the antioxidant capacity of the dendrimer bridged antioxidant with semi-hindered phenolic groups was superior to that of the corresponding dendrimer bridged antioxidant with total-hindered phenolic groups in DPPH system and high density polyethylene(HDPE) resin.

Key words: Dendrimer, Semi-hindered phenol antioxidant, Antioxidant capacity

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