Preparation and properties of a low⁃temperature curing， high⁃toughness cyanate ester adhesive

doi:10.19491/j.issn.1001-9278.2025.12.004

Abstract

Abstract:

A low⁃temperature curing and high⁃toughness cyanate ester adhesive was developed using bisphenol⁃E cyanate ester （BEDCy） as the base resin. The adhesive system employed a hybrid catalyst of aluminum acetylacetonate ［Zn（acac）₂］ and diallylbisphenol A （DBA）， with polyethersulfone （PES） as a toughening agent. The catalytic performance of DBA was evaluated by differential scanning calorimetry （DSC）， Fourier⁃transform infrared spectroscopy， and thermogravimetric analysis. Results indicated that the Zn（acac）₂/DBA hybrid catalyst was more effective than Zn（acac）₂ alone in promoting the curing of BEDCy. An optimal formulation with 6 wt% DBA and 0.05 wt% Zn（acac）₂ reduced the DSC curing peak temperature from 218 to 194 °C， enabling complete curing below 200 °C. This DBA/Zn（acac）₂/BEDCy system also exhibited superior curing properties and thermal stability compared to a system catalyzed by nonylphenol. Furthermore， the impact of PES content on the mechanical and thermal properties was investigated. The incorporation of 5 wt% PES as a toughener resulted in a 64 % increase in bond strength compared to the unmodified CE， while maintaining a high 5 % weight⁃loss temperature of 430 ℃. This work successfully achieves an adhesive with an effective balance of low curing temperature， high toughness， and excellent thermal resistance.

Key words: cyanate ester, adhesive, low temperature curing, toughen

CLC Number:

TQ314.24

BAI Anjiang, QING Yu, CAI Lu, ZHAO Yonglong, ZHANG Jiali. Preparation and properties of a low⁃temperature curing， high⁃toughness cyanate ester adhesive[J]. China Plastics, 2025, 39(12): 20-26.

Figures/Tables 12

Fig.1. DSC curves of BEDCy for different phenolic compounds

Fig.2. FTIR spectra of uncured BEDCy monomer and different phenol⁃cured BEDCy

Fig.3. TG curves of BEDCy cured with different phenolic compounds

Fig.4. DSC curves of BECy catalysed by different ratios of DBA

Fig.5. FTIR spectra of BEDCy catalysed by different ratios of DBA

Fig.6. TG curves of BEDCy catalysed by different ratios of DBA

样品	T_5%/℃	T_10%/℃	T_dmax/℃	R_w/%
Zn（acac）₂/BECy	429	437	443	49.52
2 %DBA/Zn（acac）₂/BECy	420	428	438	44.92
4 %DBA/Zn（acac）₂/BECy	417	427	437	43.95
6 %DBA/Zn（acac）₂/BECy	413	426	436	43.08
8 %DBA/Zn（acac）₂/BECy	407	426	436	42.22
10 %DBA/Zn（acac）₂/BECy	393	423	436	41.65

Tab.1. TG characterisation data for BEDCy catalysed by different ratios of DBAs

PES/%	冲击强度/kJ·m^-2	剪切强度/MPa	混溶时间（150 ℃）/min^a
0	4.5	7.3	0
1	6.5	10.7	45
3	7.3	12	93
5	8.6	12.4	137
6	—	—	>200

Tab.2. Effect of different contents of PES on mechanical properties and solubility of BEDCy

样品	T_5%/℃	T_10%/℃	T_dmax/℃
100 %PES	526	543	591	-
Zn（acac）₂/BEDCy	429	437	443	-
6 %DBA/Zn（acac）₂/BEDCy	413	426	436	-
5 %PES/6 %DBA/Zn（acac）₂/BEDCy	430	438	445	562

Tab.3. TGA characterisation data for different systems of cured BEDCy

Fig.7. Impact strength of the BEDCy modified with different contents of PES

Fig.8. Bond strength of the BEDCy modified with different contents of PES

Fig.9. TG and DTG curves of BEDCy modified with 5% PES content

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