苯并噁嗪树脂是一类新型的高性能热固性树脂,具有灵活的分子设计、体积收缩几乎为零等特有优势,但也存在固化温度高、脆性大等缺点。介绍了国内外对苯并噁嗪树脂在耐热性、韧性及介电性能方面的改性研究,通过不同的改性方法获得良好的综合性能,并对苯并噁嗪树脂未来的发展趋势和应用前景进行了简单的分析。
Benzoxazine(BOZ) resin is a new type of high-performance thermosetting resin,which has unique advantages such as flexible molecular design and almost zero volume shrinkage.However,it also has shortcomings such as high curing temperature and high brittleness.The research on the modification of benzoxazine resin was presented in terms of heat resistance,toughness and dielectric properties at home and abroad,and obtained great comprehensive performance by different modification methods.The future development trend and application prospect of BOZ resin were briefly analyzed.
[1] 张娜,高慧芳,朱蓉琪,等.苯并噁嗪与不同种类环氧树脂混合体系性能的研究[J].化工新型材料,2011,39(10):138-142.
[2] Ishida H,Liu J P.Benzoxazine chemistry in solution and melt[J].Handbook of Benzoxazine Resins,2011:85-102.
[3] 顾宜,王智.苯并噁嗪树脂的研究与应用进展[J].材料工程,2010(z1):104-109,120.
[4] 徐计雷,李高旭,赵旭红,等.新型含炔基苯并噁嗪的合成及性能研究[J].化工新型材料,2019,47(6):144-146.
[5] Lin C H,Huang C M,Wong T I,et al.High-T-g and low-dielectric epoxy thermosets based on a propargyl ether-containing phosphinated benzoxazine[J].Journal of Polymer Science Part A Polymer Chemistry,2014,52(9):1359-1367.
[6] 房晓敏,胡永佳,余丽丽,等.含双螺环取代三聚磷腈结构苯并口噁嗪树脂的合成与性能[J].化工新型材料,2013,41(5):122-124.
[7] 杜学锋,莫越奇.高性能苯并噁嗪基复合材料研究进展[J].化工新型材料,2007,35(9):32-33,62.
[8] 张飞,牛慧军,赵立波,等.RTM用苯并噁嗪树脂基碳纤维复合材料的性能研究[J].化工新型材料,2011,39(11):60-63.
[9] 孙佳勤.胺/苯并噁嗪缩合反应机理及其热固性树脂性能的研究[D].杭州:浙江理工大学,2015.
[10] 徐庆玉,殷蝶,曾鸣,等.低介电苯并噁嗪树脂的研究进展[J].高分子材料科学与工程,2017,33(1):165-172.
[11] 刘盈,李强利,张培亭,等.低介电聚苯并噁嗪的研究进展[J].热固性树脂,2020,35(2):43-54.
[12] 王劲,顾宜,谢美丽.苯并噁嗪-环氧树脂基玻璃布层压板的研究[J].塑料工业,2001,29(5):6-8.
[13] 代洁,李鹏程,朱蓉琪,等.一种高残炭新型苯并噁嗪树脂的固化及热解动力学[J].功能高分子学报,2018,31(2):114-120.
[14] Xu Y,Dai J,Ran Q,et al.Greatly improved thermal properties of polybenzoxazine via modification by acetylene/aldehyde groups[J].Polymer,2017,123:232-239.
[15] 张力,张以河,刘晶,等.复合材料用苯并噁嗪树脂的研究进展[J].绝缘材料,2019,52(3):1-6,11.
[16] Chen L,Ren D,Chen S,et al.Improved thermal stability and mechanical properties of benzoxazine-based composites with the enchantment of nitrile[J].Polymer Testing,2019,74:127-137.
[17] Cao G P,Chen W J,Liu X B.Synthesis and thermal properties of the thermosetting resin based on cyano functionalized benzoxazine[J].Polymer Degradation and Stability,2008,93(3):739-744.
[18] Xu Y,Dai J,Ran Q,et al.Greatly improved thermal properties of polybenzoxazine via modification by acetylene/aldehyde groups[J].Polymer,2017,123:232-239.
[19] Sha X L,Yuan L,Liang G Z,et al.Heat-resistant and robust biobased benzoxazine resins developed with a green synthesis strategy[J].Polymer Chemistry,2021,12(3):432-438.
[20] Zhang K,Ishida H.Thermally stable polybenzoxazines via ortho-norbornene functional benzoxazine monomers:unique advantages in monomer synthesis,processing and polymer properties[J].Polymer,2015,66:240-248.
[21] Cheng Y,Qi T,Jin Y,et al.Highly cross-linked thermosetting resin of maleimidobenzoxazine functionalized with benzocyclobutene[J].Polymer,2013,54(1):143-147.
[22] 牟海艳,谢广超,周克来,等.新型苯并噁嗪/环氧树脂/酚醛树脂模塑料及其耐热性研究[J].功能材料,2017,48(3):3154-3158.
[23] Zegaoui A,Ma R,Dayo A Q,et al.Morphological,mechanical and thermal properties of cyanate ester/benzoxazine resin composites reinforced by silane treated natural hemp fibers[J].Chinese Journal of Chemical Engineering,2018,26(5):1219-1228.
[24] Xu J,Li H,Zeng K,et al.Curing kinetics and thermal stability of novel siloxane-containing benzoxazines[J].Thermochimica Acta,2019,671:119-126.
[25] Si J,Xu P,He W,et al.Bis-benzoxazine resins with high char yield and toughness modified by hyperbranched poly(resorcinol borate)[J].Composites Part A:Applied Science and Manufacturing,2012,43(12):2249-2255.
[26] Sha X,Yuan L,Liang G,et al.Preparation of high performance bio-based benzoxazine resin through a green solvent-free strategy for shape memory application[J].Polymer,2020,202:122673.
[27] Mei Q,Wang H,Tong D,et al.A novel acetylene-functional/silicon-containing benzoxazine resin:preparation,curing kinetics and thermal properties[J].Polymers,2020,12(5):999.
[28] 靳奇峰,姜冬月,佟丽娜,等.超支化环氧树脂增韧增强苯并噁嗪树脂[J].材料研究学报,2017,31(2):145-151.
[29] Zhao Pei,Zhou Qian,Deng Y Y,et al.A novel benzoxazine/epoxy blend with multiphase structure[J].RSC Advances,2013,4(1):238-242.
[30] 段宪法,李玲,赵晓芳,等.改性双马来酰亚胺/苯并噁嗪共混树脂性能的研究[J].化工新型材料,2019,47(4):96-99.
[31] Abdeldjalil Z,Mehdi D,Ma R,et al.Simultaneous toughening and reinforcing of cyanate ester/benzoxazine resins with improved mechanical and thermal properties by using hyperbranched polyesters[J].Journal of Polymer Engineering,2018,9:839-848.
[32] Su Y C,Chang F C.Synthesis and characterization of fluorinated polybenzoxazine material with low dielectric constant[J].Polymer,2003,44(26):7989-7996.
[33] Zhang K,Zhuang Q,Liu X,et al.Synthesis and copolymerization of benzoxazines with low-dielectric constants and high thermal stability[J].RSC Advances,2013,3(15):5261-5270.
[34] Zhang K,Han L,Froimowicz P,et al.A smart latent catalyst containing O-trifluoroacetamide functional benzoxazine:precursor for low temperature formation of very high performance polybenzoxazole with low dielectric constant and high thermal stability[J].Macromolecules,2017,50(17):6552-6560.
[35] Tseng M C,Liu Y L.Preparation,morphology,and ultra-low dielectric constants of benzoxazine-based polymers/polyhedral oligomeric silsesquioxane (POSS) nanocomposites[J].Polymer,2010,51(23):5567-5575.
[36] Chozhan C K,Chandramohan A,Alagar M.Studies on thermal,mechanical,electrical,and morphological behavior of organoclay-reinforced polybenzoxazine-epoxy nanocomposites[J].High Performance Polymers,2013,25(8):1007-1021.
[37] Su Y C,Chena W C,Oua K L,et al.Study of the morphologies and dielectric constants of nanoporous materials derived from benzoxazine-terminated poly(ε-caprolactone)/polybenzoxazine co-polymers[J].Polymer,2005,46(11):3758-3766.