Phthalonitrile Resins Derived from Vanillin: Synthesis, Curing Behavior, and Thermal Properties

Yue Han; Dong-Hao Tang; Guang-Xing Wang; Ya-Nan Sun; Ying Guo; Heng Zhou; Wen-Feng Qiu; Tong Zhao

doi:10.1007/s10118-019-2311-3

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Phthalonitrile Resins Derived from Vanillin: Synthesis, Curing Behavior, and Thermal Properties

ARTICLE | Updated：2019-09-03

- Phthalonitrile Resins Derived from Vanillin: Synthesis, Curing Behavior, and Thermal Properties
- Phthalonitrile Resins Derived from Vanillin: Synthesis, Curing Behavior, and Thermal Properties
- Chinese Journal of Polymer Science 2020年38卷第1期页码：72-83
- Affiliations：
  
  a.South China Advanced Institute for Soft Matter Science and Technology, South China University of Technology, Guangzhou 510640, China
  b.Laboratory of Advanced Polymeric Materials, Institute of Chemistry, Chinese Academy of Sciences, Beijing 100190, China
  c.University of Chinese Academy of Sciences, Beijing 100049, China
  d.Sinosteel Anshan Research Institute of Thermo-Energy Co., LTD, Anshan 114044, China
- Author bio：
  
  zhouheng@iccas.ac.cn (H.Z.)
  wfqiu@scut.edu.cn (W.F.Q.)
- Funds：
  
  This work was financially supported by the National Natural Science Foundation of China (Nos. 51803059 and 51873215), Guangdong Innovative and Entrepreneurial Research Team Program (No. 2016ZT06C322), and National Defense Science and Technology Innovation Special Zone Project. The authors gratefully thank the Young Elite Scientist Sponsorship Program by CAST (YESS) and the Youth Innovation Promotion Association of CAS (No. 2017047). The measurements of solid 13C-NMR were performed at the Center for Physicochemical Analysis and Measurements in ICCAS. The help from Ms. Ningning Wu was acknowledged.
- DOI：10.1007/s10118-019-2311-3
  中图分类号：
- 收稿：2019-03-20，
  
  修回：2019-6-2，
  
  录用：2019-6-3，
  
  网络首发：2019-09-03，
  
  纸质出版：2020-01
- Accepted：
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Citation: Han, Y.; Tang, D. H.; Wang, G. X.; Sun, Y. N.; Guo, Y.; Zhou, H.; Qiu, W. F.; Zhao, T. Phthalonitrile resins derived from vanillin: synthesis, curing behavior, and thermal properties. Chinese J. Polym. Sci. 2020, 38, 72–83

Yue Han, Dong-Hao Tang, Guang-Xing Wang, et al. Phthalonitrile Resins Derived from Vanillin: Synthesis, Curing Behavior, and Thermal Properties[J]. Chinese Journal of Polymer Science, 2020, 38(1): 72-83.
Citation: Han, Y.; Tang, D. H.; Wang, G. X.; Sun, Y. N.; Guo, Y.; Zhou, H.; Qiu, W. F.; Zhao, T. Phthalonitrile resins derived from vanillin: synthesis, curing behavior, and thermal properties. Chinese J. Polym. Sci. 2020, 38, 72–83 DOI： 10.1007/s10118-019-2311-3.

Yue Han, Dong-Hao Tang, Guang-Xing Wang, et al. Phthalonitrile Resins Derived from Vanillin: Synthesis, Curing Behavior, and Thermal Properties[J]. Chinese Journal of Polymer Science, 2020, 38(1): 72-83. DOI： 10.1007/s10118-019-2311-3.

摘要

Abstract

Vanillin was used as sustainable source for phthalonitrile monomer synthesis

and allyl/propargyl ether moieties were introduced to improve the processability at the minimal cost of thermal properties. The synthesis route was optimized to minimize side-reactions and simplify post-processing

and the monomers were obtained in high purity and good yields. The curing behavior

mechanism

and processability of the monomers were studied

and the thermal properties of cured polymers were evaluated. Of the two monomers

the allyl ether-containing one exhibited a wide processing window of 185 °C

and was mainly cured into phthalocyanine and linear aliphatic structures through self-catalytic curing process. Also

the glass transition temperature was higher than 500 °C. In contrast

the propargyl ether-containing monomer could only be partially cured

and heat resistance was found to be compromised. Compared with traditional petroleum-based phthalonitrile resins

the bio-based monomers could be cured without the addition of catalysts

and improvement in processability was achieved at no cost of thermal performances.

关键词

Keywords

references

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