苯胺三聚体/1,4-丁二醇为混合扩链剂的聚氨酯弹性体的合成与表征
|
摘要
在酸性介质中,采用化学氧化的方法,利用苯胺为原料,对苯二胺为封端剂,制得双氨基封端的苯胺三聚体(TA)和四聚体(BA),并利用索氏抽提技术,将二者成功分离。以聚四氢呋喃二醇(PTMEG)和2,4-二苯基甲烷二异氰酸酯与4,4′-二苯基甲烷二异氰酸酯混合物(MDI-50)合成聚氨酯预聚体,通过双氨基封端的TA与1,4-丁二醇(BDO)为混合扩链剂,得到聚氨酯弹性体(PUE)。并利用拉伸实验、傅立叶红处光谱分析、热重(TGA)分析、动态力学(DMA)分析等测试方法对合成的聚氨酯弹性体的结构、力学性能和热学性能等进行了表征。
An efficient synthesis of amine-terminated trianiline(TA) and butaniline(BA) from aniline and p-phenylene diamine as the end-capping reagent by oxidation reaction of aniline in acid media had been developed.The crude product was purified by Soxhlet extractor method.Polyurethane prepolymer was synthesized with polycaprolactone glycol(PTMEG) and MDI-50,and then a polyurethane elastomer(PUE) was prepared by extending the chains of polyurethane prepolymer with mixed chain extenders.The chain extenders were mixtures of trianiline(TA) and 1,4-butanediol(BDO).Additionally,the structure,thermal property and the tensile property of the PUE were characterized by tensile test,FT-IR,TGA and DMA respectively.
An efficient synthesis of amine-terminated trianiline(TA) and butaniline(BA) from aniline and p-phenylene diamine as the end-capping reagent by oxidation reaction of aniline in acid media had been developed.The crude product was purified by Soxhlet extractor method.Polyurethane prepolymer was synthesized with polycaprolactone glycol(PTMEG) and MDI-50,and then a polyurethane elastomer(PUE) was prepared by extending the chains of polyurethane prepolymer with mixed chain extenders.The chain extenders were mixtures of trianiline(TA) and 1,4-butanediol(BDO).Additionally,the structure,thermal property and the tensile property of the PUE were characterized by tensile test,FT-IR,TGA and DMA respectively.
引文
[1] 刘益军.聚氨酯树脂及其应用[M].北京:化学工业出版社,2012.
[2] AKINDIYI J O,BEG M D H,GHAZALI S.Polyurethane Types,synthesis and applications-a review[J].RSC Adv,2016,6(115):114453-114482.
[3] BIEMOND G J E,FEIJEN J,GAYMANS R J.Segmented block copolymers with monodisperse hard segments:the influence of H-bonding on various properties[J].Macromol Mater Eng,2010,294(8):492-501.
[4] 化雪晴,方雅茹,陶帅,等.扩链剂对微孔聚氨酯弹性体性能的影响[J].弹性体,2017,27(4):22-26.
[5] 刘凉冰.扩链剂对PTMG/MDI体系聚氨酯弹性体力学性能的影响[J].聚氨酯,2009,85(6):56-58.
[6] 魏欣,张彤,隋泽华,等.不同扩链剂对浇注型聚氨酯弹性体的影响[J].化学推进剂与高分子材料[J].2017,15(6):54-57.
[7] 刘少兵,赵彦生,贾林才,等,聚氨酯弹性体新型扩链剂的合成及应用[J].化工中间体,2006(2):21-25.
[8] FENG J,MACDIARMID A G.Sensors usingoctaaniline for volatile organic compounds[J].Synth Met,1999,102(1-3):1304-1307.
[9] CHAO D M,WANG S T,TUTEN B T,et al.Densely functionalized pendant oligoaniline bearing poly(oxanorbornenes):Synthesis and electronic properties[J],Macromolecules,2015,48(14):5054-5057.
[10] WANG X H,LI J,SUN Z C,et al.Polyaniline as marine antifouling and corrosion-prevention agent[J].Synth Met,1999,102(1-3):1377-1380.
[11] CHRISTOPHER G,HARDY M D,SAYFUL I D,et al.Converting an electrical insulator into a dielectric capacitor:End-capping polystyrene with oligoaniline[J].Chem Mater,2013,25(5):799-807.
[12] WEI Y,YANG C,DING T.A one-step method to synthesize N,N′-bis(4’-aminophenyl)-1,4- quinonenediimine and its derivatives[J].Tetrahydron Lett,1996,37(6):731-734.
[13] HUANG K,SHIU C,WU P,et al.Effect of amino-capped aniline trimer on corrosion protection and physical properties forelectroactive epoxy thermosets[J].Electrochimica Acta,2009,54(23):5400-5407.
[2] AKINDIYI J O,BEG M D H,GHAZALI S.Polyurethane Types,synthesis and applications-a review[J].RSC Adv,2016,6(115):114453-114482.
[3] BIEMOND G J E,FEIJEN J,GAYMANS R J.Segmented block copolymers with monodisperse hard segments:the influence of H-bonding on various properties[J].Macromol Mater Eng,2010,294(8):492-501.
[4] 化雪晴,方雅茹,陶帅,等.扩链剂对微孔聚氨酯弹性体性能的影响[J].弹性体,2017,27(4):22-26.
[5] 刘凉冰.扩链剂对PTMG/MDI体系聚氨酯弹性体力学性能的影响[J].聚氨酯,2009,85(6):56-58.
[6] 魏欣,张彤,隋泽华,等.不同扩链剂对浇注型聚氨酯弹性体的影响[J].化学推进剂与高分子材料[J].2017,15(6):54-57.
[7] 刘少兵,赵彦生,贾林才,等,聚氨酯弹性体新型扩链剂的合成及应用[J].化工中间体,2006(2):21-25.
[8] FENG J,MACDIARMID A G.Sensors usingoctaaniline for volatile organic compounds[J].Synth Met,1999,102(1-3):1304-1307.
[9] CHAO D M,WANG S T,TUTEN B T,et al.Densely functionalized pendant oligoaniline bearing poly(oxanorbornenes):Synthesis and electronic properties[J],Macromolecules,2015,48(14):5054-5057.
[10] WANG X H,LI J,SUN Z C,et al.Polyaniline as marine antifouling and corrosion-prevention agent[J].Synth Met,1999,102(1-3):1377-1380.
[11] CHRISTOPHER G,HARDY M D,SAYFUL I D,et al.Converting an electrical insulator into a dielectric capacitor:End-capping polystyrene with oligoaniline[J].Chem Mater,2013,25(5):799-807.
[12] WEI Y,YANG C,DING T.A one-step method to synthesize N,N′-bis(4’-aminophenyl)-1,4- quinonenediimine and its derivatives[J].Tetrahydron Lett,1996,37(6):731-734.
[13] HUANG K,SHIU C,WU P,et al.Effect of amino-capped aniline trimer on corrosion protection and physical properties forelectroactive epoxy thermosets[J].Electrochimica Acta,2009,54(23):5400-5407.