杯芳烃氰酸酯的热固化对其纳米孔结构的影响
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摘要
合成了对叔丁基杯[4]芳烃氰酸酯树脂,通过傅里叶红外光谱,核磁共振氢谱,示差扫描量热分析,热失重及小角X射线衍射分析研究了固化条件,对位取代基大小对叔丁基杯[4]芳烃氰酸酯纳米孔结构的影响。结果表明,为使对叔丁基杯芳烃氰酸酯固化后仍保留规则的纳米孔结构,应采用较低的固化温度。当杯芳烃对位取代基较大时,固化温度可较高。该纳米孔杯芳烃氰酸酯树脂有望用作轻质高强耐热复合材料基体。
The p-tert-butylcalix [4] arene cyanate resin was synthesized. The effects of curing conditions and group sizes of para substituents on the nanopore structures of p-tert-butylcalix [4] arene cyanate resins were investigated by Fourier transform infrared spectroscopy,~1-HNMR spectroscopy,differential scanning calorimetry,thermogravimetry and small-angle X-ray diffraction analysis. The results showed that the p-tert-butyl calixarene cyanate should be cured at lower temperature in order to maintain the regular nanopore structure after curing. When the calixarene para-substituent was larger,the curing temperature could be higher. The nanoporous calixarene cyanate resin was expected to be used as a lightweight high-strength and heat-resistant composite matrix.
The p-tert-butylcalix [4] arene cyanate resin was synthesized. The effects of curing conditions and group sizes of para substituents on the nanopore structures of p-tert-butylcalix [4] arene cyanate resins were investigated by Fourier transform infrared spectroscopy,~1-HNMR spectroscopy,differential scanning calorimetry,thermogravimetry and small-angle X-ray diffraction analysis. The results showed that the p-tert-butyl calixarene cyanate should be cured at lower temperature in order to maintain the regular nanopore structure after curing. When the calixarene para-substituent was larger,the curing temperature could be higher. The nanoporous calixarene cyanate resin was expected to be used as a lightweight high-strength and heat-resistant composite matrix.
引文
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[9]欧秋仁,嵇培军,肖军,等.环氧树脂改性双酚A型氰酸酯树脂的性能研究[J].功能材料,2015,46(S2):129-134.
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[11]李文峰,梁国正,陈淳,等.酚醛型氰酸酯与双酚A型环氧共固化反应的FTIR研究[J].高分子学报,2006,50(6):804-809.
[12]宁一,任鹏刚,王明存,等.纳米孔杯芳烃氰酸酯树脂的合成及其固化研究[J].热固性树脂,2017,32(5):28-33.
[13]闫福胜,王志强,张明习,等.双酚A型氰酸酯树脂的合成[J].工程塑料应用,1999,27(8):8-9.
[14]Cheriaa N,Abidi R,Vicens J.Synthesis,1H-NMR conformational analysis and complexation studies of two di-imidazolyl acetamido p-tert-butylcalix[4]arenes[J].Journal of Inclusion Phenomena and Macrocyclic Chemistry,2008,62(3):223-229.
[15]李秋莲,冯炎飞,聂进,等.对叔丁基杯芳烃合成及性能研究的综合实验[J].实验室研究与探索,2008,27(9):23-26.
[16]张增平,梁国正,陈拴发,等.氨基笼型倍半硅氧烷/氰酸酯树脂杂化材料研究[J].中国科技论文在线,2010.
[17]余晓冬,吴采樱.杯芳烃构象的分子力学研究[J].高等学校化学学报,1998,19(9):1492-1494.
[18]Gibbs C G,Gutsche C D.Calixarenes.31.Synthesis and conformation of p-tert-butyltetramercaptocalix[4]arene[J].Journal of the American Chemical Society,2002,115(12):5338-5339.
[19]Wooster T J,Abrol S,Hey J M,et al.Thermal,mechanical,and conductivity properties of cyanate ester composites[J].Composites Part A,2004,35(1):75-82.
[2]Gutsche C D,Iqbal M.p-tert-calix[4]arene[J].Org.Synth.,1990,68:234-236.
[3]杨发福,陈希磊,林建荣,等.杯[6]-1,4-冠-4酰胺型聚合物的合成与吸附性能[J].应用化学,2004,21(10):1066-1068.
[4]朱蔚璞,苟鹏飞,沈之荃.含杯芳烃聚合物的合成与应用[J].化学进展,2008,20(5):720-728.
[5]陈智琴,刘洪波,何月德,等.高残炭率酚醛树脂的耐热性能研究[J].工程塑料应用,2006,34(11):56-60.
[6]徐慎刚,西久保忠臣,曹少魁.以杯芳烃为固化剂制备新型环氧树脂电子封装材料[C].河南省化学会2010年学术年会论文摘要集.2010.
[7]Zhang Z Y,Yu R B,Wang F,et al.Synthesis and properties of novel 4,4'-biphenylene-bridged flame-retardant cyanate ester resin[J].Journal of Applied Polymer Science,2011,122(4):2609-2615.
[8]Zaldivar R J,Kim H I,Steckel G L,et al.Surface preparation for adhesive bonding of polycyanurate-based fiber-reinforced composites using atmospheric plasma treatment[J].Journal of Applied Polymer Science,2011,120(2):921-931.
[9]欧秋仁,嵇培军,肖军,等.环氧树脂改性双酚A型氰酸酯树脂的性能研究[J].功能材料,2015,46(S2):129-134.
[10]阎福胜,梁国正,秦华宇,等.双酚A型氰酸酯树脂的性能[J].高分子材料科学与工程,2000,16(4):170-172.
[11]李文峰,梁国正,陈淳,等.酚醛型氰酸酯与双酚A型环氧共固化反应的FTIR研究[J].高分子学报,2006,50(6):804-809.
[12]宁一,任鹏刚,王明存,等.纳米孔杯芳烃氰酸酯树脂的合成及其固化研究[J].热固性树脂,2017,32(5):28-33.
[13]闫福胜,王志强,张明习,等.双酚A型氰酸酯树脂的合成[J].工程塑料应用,1999,27(8):8-9.
[14]Cheriaa N,Abidi R,Vicens J.Synthesis,1H-NMR conformational analysis and complexation studies of two di-imidazolyl acetamido p-tert-butylcalix[4]arenes[J].Journal of Inclusion Phenomena and Macrocyclic Chemistry,2008,62(3):223-229.
[15]李秋莲,冯炎飞,聂进,等.对叔丁基杯芳烃合成及性能研究的综合实验[J].实验室研究与探索,2008,27(9):23-26.
[16]张增平,梁国正,陈拴发,等.氨基笼型倍半硅氧烷/氰酸酯树脂杂化材料研究[J].中国科技论文在线,2010.
[17]余晓冬,吴采樱.杯芳烃构象的分子力学研究[J].高等学校化学学报,1998,19(9):1492-1494.
[18]Gibbs C G,Gutsche C D.Calixarenes.31.Synthesis and conformation of p-tert-butyltetramercaptocalix[4]arene[J].Journal of the American Chemical Society,2002,115(12):5338-5339.
[19]Wooster T J,Abrol S,Hey J M,et al.Thermal,mechanical,and conductivity properties of cyanate ester composites[J].Composites Part A,2004,35(1):75-82.