一种新型环保非异氰酸酯聚氨酯丙烯酸酯胶黏剂制备工艺
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摘要
利用乙二胺(EDA)对碳酸丙烯酯(PC)的胺解开环反应制备非异氰酸酯聚氨酯(NIPU)单体,通过NIPU的端位羟基(—OH)与丙烯酰氯(AC)发生酯化反应,合成同时具有氨基甲酸酯键(—NHCOO—)和碳碳双键(C■C)的非异氰酸酯聚氨酯丙烯酸酯(NIPUA)单体。将合成的NIPUA单体与丙烯酸丁酯(BA)、丙烯酸(AA)等丙烯酸类化合物在过氧化苯甲酰(BPO)和N,N-二甲基苯胺(DMP)作用下发生加聚反应,制备出一种新型非异氰酸酯聚氨酯丙烯酸酯胶黏剂,并继续固化。利用红外光谱对合成产物的结构进行表征,结果表明,该胶黏剂在一定的条件下能发生C■C双键的加聚固化反应。通过研究单因素对胶黏剂固化性能的影响,获得胶黏剂固化的最佳工艺。
Non-isocyanate polyurethane(NIPU)monomer is firstly prepared through ring-opening reaction between propylene carbonate(PC)and ethylene diamine(EDA).Then NIPUA monomer with urethane bond(—NHCOO—)and C■C double bond both is synthesized by esterification between acryloyl chloride(AC)and end-hydroxyl of NIPU.The structure of products is confirmed by FT-IR and the synthesis process parameters are optimized by single-factor experiments.Addition polymerization is performed between the synthesized NIPUA monomer and butyl acrylate(BA),acrylic acid(AA)in the presence of benzoyl peroxide(BPO)and N,N-dimethylaniline(DMP),and a new urethane acrylate adhesive is prepared.IR spectra shows that this adhesive can be cured under certain conditions.The synthesis and cure process are optimized by single-factor experiments and the optimal conditions are found.
Non-isocyanate polyurethane(NIPU)monomer is firstly prepared through ring-opening reaction between propylene carbonate(PC)and ethylene diamine(EDA).Then NIPUA monomer with urethane bond(—NHCOO—)and C■C double bond both is synthesized by esterification between acryloyl chloride(AC)and end-hydroxyl of NIPU.The structure of products is confirmed by FT-IR and the synthesis process parameters are optimized by single-factor experiments.Addition polymerization is performed between the synthesized NIPUA monomer and butyl acrylate(BA),acrylic acid(AA)in the presence of benzoyl peroxide(BPO)and N,N-dimethylaniline(DMP),and a new urethane acrylate adhesive is prepared.IR spectra shows that this adhesive can be cured under certain conditions.The synthesis and cure process are optimized by single-factor experiments and the optimal conditions are found.
引文
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[14]宋文健.非异氰酸酯聚氨酯丙烯酸酯单体的合成及性能研究[D].郑州:郑州大学,2012.
[2]陈彩凤,刘贵锋,孔振武,等.新一代环保型聚氨酯非异氰酸酯聚氨酯的研究进展[J].生物质化学工程,2012,46(6):47-52.
[3]龚甜.聚氨酯丙烯酸酯胶粘剂的性能与配方研究[D].武汉:武汉科技大学,2011.
[4]Guan Jing,Song Yihu,Lin Yu,et al.Progress in study of non-isocyanate polyurethane[J].Industrial&Engineering Chemistry Research,2011,50(11):6517-6527.
[5]叶青萱.非异氰酸酯聚氨酯发展近况[J].化学推进剂与高分子材料,2011,9(6):1-18.
[6]Figovsky O L,Shapovalov L D.Features of reaction aminocyclocarbonate for production of new type nonisocyanate polyurethane coatings[J].Macromol Symo,2002,18(7):325-332.
[7]Figovsky O L,Shapovalov L D.Nonisocyanate polyurethanes for adhesives and coatings[J].Polymers and Adhesives in Microelectronics and Photonics,2001,25(10):257-264.
[8]Constantions D Diakoumakos.Non-isocyanate-based polyurethanes derived upon the reaction of amines with cyclocarbonate resins[J].Macromol Symp,2004,2(16):37-46.
[9]黄禹.非异氰酸酯聚氨酯的合成与应用[D].广州:广州大学,2011.
[10]Boyer A,Cloutet E,Tassaing T,et al.Solubility in CO2and carbonatio studies of epoxidized fatty acid diesters:Towards novel precursors for polyurethane synthesis[J].Green Chemistry,2010,12(20):2205-2213.
[11]Turunc O,Kayaman-Apohan N,Kahraman M V,et al.Nonisocyanate based polyurethane/SiO2nanocomposites and their coating performance[J].J Sol-Gel Science Technology,2008,47(12):290-299.
[12]柳松,沈一丁,赖小娟,等.无溶剂含氟聚氨酯丙烯酸酯表面施胶剂的合成及性能[J].现代化工,2017,37(8):86-89.
[13]Figovsky O L.Hybrid nonisocyanate polyurethane network polymers and composites formed thereform:US,6120905[P].2000-09-19.
[14]宋文健.非异氰酸酯聚氨酯丙烯酸酯单体的合成及性能研究[D].郑州:郑州大学,2012.