Searching for outstanding films with high temperature resistance has sparked fierce interests in the electronics industry. In this study, a novel high-temperature-resistance phthalonitrile end-capped polyarylene ether nitrile (HTR-PEN-Ph) film was fabricated via cross-linking reaction, applying two different curing programs as contrast. The fabricated HTR-PEN-Ph films were verified through FTIR, gel content test to be confirmed the cross-linking reaction. Then thermal results elucidated that PEN-Ph films treated with two-stage curing program possessed a superior glass transition temperature (Tg) in comparison with untreated one, increasing by 165–270°C. Besides, an evident increment of 5 wt.% decomposition temperature (T5%) was seen from the HTR-PEN-Ph film, which was 27–43°C higher than the untreated one. Furthermore, the HTR-PEN-Ph films exhibited notable dielectric stability over 300°C and mechanical properties after the two-stage curing program. Based on these satisfactory results, this study is of great potential to be applied in the field of industrial manufacture to fabricate a range of high-performance films.
SaxenaASadhanaRRaoVL, et al.Synthesis and properties of polyarylene ether nitrile copolymers. Polym Bull2003; 50(4): 219–226.
3.
KellerTMDominguezDD. High temperature resorcinol-based phthalonitrile polymer. Polymer2005; 46(13): 4614–4618.
4.
OuyangJChuC-WChenF-C, et al.High-conductivity poly(3,4-ethylenedioxythiophene):poly(styrene sulfonate) film and its application in polymer optoelectronic devices. Adv Funct Mater2005; 15(2): 203–208.
5.
YamadaMKondoMMamiyaJ-I, et al.Photomobile polymer materials: towards light-driven plastic motors. Angew Chem Int Ed2008; 47(27): 4986–4988.
6.
YangXZhanYZhaoR, et al.Effects of graphene nanosheets on the dielectric, mechanical, thermal properties, and rheological behaviors of poly(arylene ether nitriles). J Appl Polym Sci2012; 124(2): 1723–1730.
7.
WangZYangXXuM, et al.Effect of elevated annealing temperature on the morphology, microstructure, conductivity and microwave absorption properties of phthalocyanine polymer. J Mater Sci Mater Electron2013; 24(7): 2610–2618.
8.
TanLJZhuWZhouK. Recent progress on polymer materials for additive manufacturing. Adv Funct Mater2020; 30(43).
9.
ZhengHWangCTaoZ, et al.Soluble polyimides containing bulky rigid terphenyl groups with low dielectric constant and high thermal stability. J Electron Mater2021; 50(12): 6981–6990.
10.
WangC-YJiangC-RYuB, et al.Highly soluble polyimides containing di-tert-butylbenzene and dimethyl groups with good gas separation properties and optical transparency. Chin J Polym Sci2020; 38(7): 759–768.
11.
WangCYuBJiangC, et al.Synthesis and characterization of an aromatic diamine and its polyimides containing asymmetric large side groups. Polym Bull2020; 77(12): 6509–6523.
12.
WangC-YChenW-TXuC, et al.Fluorinated polyimide/POSS hybrid polymers with high solubility and low dielectric constant. Chin J Polym Sci2016; 34(11): 1363–1372.
13.
ZouYYangJZhanY, et al.Effect of curing behaviors on the properties of poly(arylene ether nitrile) end-capped with phthalonitrile. J Appl Polym Sci2012; 125(5): 3829–3835.
14.
TongLPuZHuangX, et al.Crosslinking behavior of polyarylene ether nitrile terminated with phthalonitrile (PEN-t-Ph)/1,3,5-Tri-(3,4-dicyanophenoxy) benzene (TPh) system and its enhanced thermal stability. J Appl Polym Sci2013; 130(2): 1363–1368.
15.
TongLJiaKLiuX. Novel phthalonitrile-terminated polyarylene ether nitrile with high glass transition temperature and enhanced thermal stability. Mater Lett2014; 128: 267–270.
16.
XieJJiaKLiuC, et al.Aromatic block copolymer ligand sensitized lanthanide nanostructures as ratiometric fluorescence probe for determination of residual K2CO3 in super engineering thermoplastics. SensActuators B-Chem2021: 334.
17.
WangPLiuXLiuH, et al.Combining aggregation-induced emission and instinct high-performance of polyarylene ether nitriles via end-capping with tetraphenylethene. Eur Polym J2021162(17): 110916.
18.
TaguchiYUyamaHKobayashiS. Synthesis and curing behavior of alkyl-substituted poly(aryl ether ketone)s having a crosslinkable styryl group at chain ends. J Polym Sci Part A: Polym Chem1997; 35(2): 271–277.
19.
ZhengPXuMLiuX, et al.Novel cross-linked membrane for direct methanol fuel cell application: sulfonated poly(ether ether nitrile)s. Ionics2017; 23(1): 87–94.
20.
NúñezFMde AbajoJMercierR, et al.Acetylene-terminated ether-ketone oligomers. Polymer1992; 33(15): 3286–3291.
21.
TaguchiYUyamaHKobayashiS. Synthesis of a novel cross-linkable poly(aryl ether ketone) bearing acetylene groups at chain ends. Macromol Rapid Commun1995; 16(3): 183–187.
22.
KeitokuFKakimotoM-AImaiY. Synthesis and properties of aromatic poly (ether sulfone)s and poly (ether ketone)s based on methyl-substituted biphenyl-4,4′-diols. J Polym Sci Part A: Polym Chem1994; 32(2): 317–322.
23.
XuanYGaoYHuangY, et al.Synthesis and characterization of a novel phthalazinone poly(aryl ether sulfone ketone) with carboxyl group. J Appl Polym Sci2003; 88(5): 1111–1114.
24.
YuGWangJLiuC, et al.Soluble and curable poly(phthalazinone ether amide)s with terminal cyano groups and their crosslinking to heat resistant resin. Polymer2009; 50(7): 1700–1708.
25.
MushtaqNChenGSidraLR, et al.Synthesis and crosslinking study of isomeric poly(thioether ether imide)s containing pendant nitrile and terminal phthalonitrile groups. Polym Chem2016; 7(48): 7427–7435.
26.
WangGGuoYLiZ, et al.Synthesis and properties of phthalonitrile terminated polyaryl ether nitrile containing fluorene group. J Appl Polym Sci2018; 135(34).
27.
BurchillPJ. On the formation and properties of a high-temperature resin from a bisphthalonitrile. J Polym Sci Part A: Polym Chem1994; 32(1): 1–8.
28.
MengFZhongJChenY, et al.The influence of cross-linking reaction on the mechanical and thermal properties of polyarylene ether nitrile. J Appl Polym Sci2011; 120(3): 1822–1828.
29.
YangRWeiRLiK, et al.Crosslinked polyarylene ether nitrile film as flexible dielectric materials with ultrahigh thermal stability. Scientific Rep2016; 6: 36434.
30.
SumnerMJSankarapandianMMcGrathJE, et al.Flame retardant novolac-bisphthalonitrile structural thermosets. Polymer2002; 43(19): 5069–5076.
31.
HuangYLuoYXuM, et al.Studied on mechanical, thermal and dielectric properties of BPh/PEN-OH copolymer. Composites Part B: Eng2016; 106: 294–299.
32.
TongLYangGLeiX, et al.Improving the thermal and mechanical properties of poly(arylene ether nitrile) films through blending high- and low-molecular-weight polymers. J Appl Polym Sci2020; 137(11).
33.
LiQChenLGadinskiMR, et al.Flexible high-temperature dielectric materials from polymer nanocomposites. Nature2015; 523(7562): 576–579.
34.
RivalGDantrasEPaulmierT. Electronic irradiation ageing in the vicinity of glass transition temperature for PEEK space applications. Polym Degrad Stab2020; 181: 109305.
35.
LinLPeiX-QBennewitzR, et al.Tribological response of PEEK to temperature induced by frictional and external heating. Tribology Lett2019; 67(2).
36.
ShiehJ-YWangC-S. Synthesis of novel flame retardant epoxy hardeners and properties of cured products. Polymer2001; 42(18): 7617–7625.
37.
TangHJianYJiachunZ, et al.Synthesis and dielectric properties of polyarylene ether nitriles with high thermal stability and high mechanical strength. Mater Lett2011; 65(17–18): 2758–2761.
