Boron-containing Phthalonitrile Resin: Synthesis, Curing Behavior, and Thermal Properties

Shu-Yi Zhan; Yue Han; Yu-Huan Wu; Jiang-Nan Ding; Xiang Liu; Ying Guo; Heng Zhou; Tong Zhao

doi:10.1007/s10118-022-2746-9

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Boron-containing Phthalonitrile Resin: Synthesis, Curing Behavior, and Thermal Properties

RESEARCH ARTICLE | Updated：2022-10-25

- Boron-containing Phthalonitrile Resin: Synthesis, Curing Behavior, and Thermal Properties
- Boron-containing Phthalonitrile Resin: Synthesis, Curing Behavior, and Thermal Properties
- 高分子科学（英文版） 2022年40卷第11期页码：1349-1359
- Affiliations：
  
  a.Key Laboratory of Science and Technology on High-tech Polymer Materials, Institute of Chemistry Chinese Academy of Sciences, Beijing 100190, China
  b.University of Chinese Academy of Sciences, Beijing 100049, China
  c.South China Advanced Institute for Soft Matter Science and Technology, South China University of Technology, Guangzhou 510640, China
- Author bio：
  
  zhouheng@iccas.ac.cn (H.Z.)
  tzhao@iccas.ac.cn (T.Z.)
- Funds：
  
  This work was financially supported by the National Natural Science Foundation of China (Nos. 51803059, 51873215 and 52003272) and Beijing Natural Science Foundation of China (No. 2204101). The authors gratefully thank the Youth Innovation Promotion Association of CAS (No. 2017047). The measurements of solid-state 13C-NMR and 11B-NMR were performed at the Center for Physicochemical Analysis and Measurements in ICCAS. The help from Ms. Ningning Wu was acknowledged.;Electronic supplementary information (ESI) is available free of charge in the online version of this article at http://doi.org/10.1007/s10118-022-2746-9.
- DOI：10.1007/s10118-022-2746-9
  中图分类号：
- 收稿：2022-02-20，
  
  修回：2022-3-28，
  
  录用：2022-3-29，
  
  网络首发：2022-06-18，
  
  纸质出版：2022-11-01
- Accepted：
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Zhan, S. Y.; Han, Y.; Wu, Y. H.; Ding, J. N.; Liu, X.; Guo, Y.; Zhou, H.; Zhao, T. Boron-containing phthalonitrile resin: synthesis, curing behavior, and thermal properties. Chinese J. Polym. Sci. 2022, 40, 1349–1359

Shu-Yi Zhan, Yue Han, Yu-Huan Wu, et al. Boron-containing Phthalonitrile Resin: Synthesis, Curing Behavior, and Thermal Properties[J]. Chinese Journal of Polymer Science, 2022, 40(11): 1349-1359.
Zhan, S. Y.; Han, Y.; Wu, Y. H.; Ding, J. N.; Liu, X.; Guo, Y.; Zhou, H.; Zhao, T. Boron-containing phthalonitrile resin: synthesis, curing behavior, and thermal properties. Chinese J. Polym. Sci. 2022, 40, 1349–1359 DOI： 10.1007/s10118-022-2746-9.

Shu-Yi Zhan, Yue Han, Yu-Huan Wu, et al. Boron-containing Phthalonitrile Resin: Synthesis, Curing Behavior, and Thermal Properties[J]. Chinese Journal of Polymer Science, 2022, 40(11): 1349-1359. DOI： 10.1007/s10118-022-2746-9.

摘要

In this work

a novel boron-containing phthalonitrile monomer was synthesized. This monomer can act as Lewis acid curing agent individually. Two model compounds were used to further understand the Lewis acid curing mechanism. The current boron-containing system exhibited good processability and thermal properties.

Abstract

A novel boron-containing monomer

(4-(3

4-dicyanophenoxy)phenyl)boronic acid (BPhPN) was synthesized and used to promote the curing process of phthalonitrile monomer 1

3-bis(3

4-dicyanophenoxy)benzene (MPN). Differential scanning calorimetry and rheological analysis were used to study the curing behaviors of BPhPN/MPN (namely B-MPN)

and results suggested that B-MPN systems have better processibility. FTIR spectra and solid-state

C-NMR exhibited triazine and isoindoline have been formed in the curing process. Boron-containing Lewis acid curing mechanism was preliminarily speculated and verified by two model compounds with different boron chemical environments. The thermogravimetric analysis and dynamic mechanical analysis demonstrated that the cured B-MPN polymers showed excellent thermal stability and heat resistance

which were comparable with conventional catalytic systems for phthalonitrile resins. This study not only presented a novel curing system for phthalonitrile resins

but also shed light on future design of high temperature thermosets.

关键词

Keywords

references

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