重质松节油-马来酸酐共聚物的合成及其光固化
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摘要
以重质松节油(主要成分长叶烯和β-石竹烯)和马来酸酐为原料,过氧化二叔丁基为引发剂,环己酮为溶剂,合成了重质松节油-马来酸酐共聚物(HTPMA)。通过气相色谱对由重质松节油与马来酸酐本体自由基聚合所得滤液进行分析,可知β-石竹烯与马来酸酐的反应活性比长叶烯高。通过红外光谱,凝胶色谱,元素分析和热重分析对HTPMA的结构和性能进行了表征。采用2-羟基乙基丙烯酸酯对HTPMA进行改性,得到可UV固化的端乙烯基聚酯(HTMHA)。红外光谱分析表明HTPMA的酸酐基团打开,成功引入了端乙烯基团。对HTMHA紫外光固化膜的性能进行了测试,结果表明固化膜具有较好的柔韧性和耐化学品性。
The heavy turpentine-maleic anhydride copolymer(HTPMA)was synthesized using heavy turpentine(main components of longifolene and β-caryophyllene)and maleic anhydride as starting materials,di-tert-butyl peroxide as initiator and cyclohexanone as solvent. The results of gas chromatography analysis of filtrate obtained from the bulk polymerization of heavy turpentine and maleic anhydride showed that the reactivity of β-caryophyllene and maleic anhydride was better than that of longifolene and maleic anhydride. The structure and properties of HTPMA were characterized by FT-IR,GPC,elemental analysis and TG analysis. The HTPMA was further modified by 2-Hydroxyethyl acrylate and the polyester containing terminal vinyl group(HTMHA)was obtained. The FT-IR spectra showed that the anhydride groups of HTPMA were opened,and the terminal vinyl groups were successfully introduced. The performance of HTMHA UV curing film was tested. The results showed that the cured film had good flexibility and chemical resistance.
The heavy turpentine-maleic anhydride copolymer(HTPMA)was synthesized using heavy turpentine(main components of longifolene and β-caryophyllene)and maleic anhydride as starting materials,di-tert-butyl peroxide as initiator and cyclohexanone as solvent. The results of gas chromatography analysis of filtrate obtained from the bulk polymerization of heavy turpentine and maleic anhydride showed that the reactivity of β-caryophyllene and maleic anhydride was better than that of longifolene and maleic anhydride. The structure and properties of HTPMA were characterized by FT-IR,GPC,elemental analysis and TG analysis. The HTPMA was further modified by 2-Hydroxyethyl acrylate and the polyester containing terminal vinyl group(HTMHA)was obtained. The FT-IR spectra showed that the anhydride groups of HTPMA were opened,and the terminal vinyl groups were successfully introduced. The performance of HTMHA UV curing film was tested. The results showed that the cured film had good flexibility and chemical resistance.
引文
[1]杨韶平,陈键泉,王飞,等.重松节油合成倍半萜烯树脂的研究[J].生物质化学工程,2015,49(6):17-21.
[2]Ten Brummelhuis N,Stutz M B.Penultimate effects in the copolymerization of maleic anhydride with electron-rich styrene derivatives[J].Journal of Polymer Science A Polymer Chemistry,2016,54(18):2932-2939.
[3]李秀清,宋永强,李春萍,等.苯乙烯-马来酸酐共聚物的合成及性能研究[J].内蒙古工业大学学报,2006,25(3):215-220.
[4]李杰森,李岸龙.β-蒎烯/马来酸酐共聚物的合成与应用研究[J].中山大学研究生学刊:自然科学、医学版,2009,30(2):78-84.
[5]Wang Y,Ai Q,Lu J.RAFT radical copolymerization of beta‐pinene with maleic anhydride and aggregation behaviors of their copolymer in aqueous solution[J].Journal of Polymer Science Part A Polymer Chemistry,2015,53(12):1422-1429.
[6]郭伟杰,李照磊,佘超然,等.苯乙烯马来酸酐共聚物酰亚胺化聚硅氧烷的研究[J].热固性树脂,2013,28(5):21-24..
[7]冯辉霞,赵亚彬,王毅,等.苯乙烯-马来酸酐共聚物/蒙脱土纳米复合材料的制备[J].塑料工业,2007,35(增):121-123.
[8]Sar覦A,Bi觭er A,Alkan C.Thermal energy storage characteristics of poly(styrene-co-maleic anhydride)-graft-PEG as polymeric solidsolid phase change materials[J].Solar Energy Materials and Solar Cells,2017,161:219-225.
[9]Mun H Y,Jeong H C,Lee J H,et al.Poly(styrene-maleic anhydride)films as alignment layers for liquid crystal systems via ion-beam irradiation[J].Rsc Advances,2016(80):76743-76747.
[10]Odian G.聚合反应原理[M].北京:机械工业出版社,2013:230-414.
[11]唐炳涛,赵杰,张淑芬,等.苯乙烯-马来酸酐交替共聚物合成及表征[J].大连理工大学学报,2011,51(3):326-330.
[2]Ten Brummelhuis N,Stutz M B.Penultimate effects in the copolymerization of maleic anhydride with electron-rich styrene derivatives[J].Journal of Polymer Science A Polymer Chemistry,2016,54(18):2932-2939.
[3]李秀清,宋永强,李春萍,等.苯乙烯-马来酸酐共聚物的合成及性能研究[J].内蒙古工业大学学报,2006,25(3):215-220.
[4]李杰森,李岸龙.β-蒎烯/马来酸酐共聚物的合成与应用研究[J].中山大学研究生学刊:自然科学、医学版,2009,30(2):78-84.
[5]Wang Y,Ai Q,Lu J.RAFT radical copolymerization of beta‐pinene with maleic anhydride and aggregation behaviors of their copolymer in aqueous solution[J].Journal of Polymer Science Part A Polymer Chemistry,2015,53(12):1422-1429.
[6]郭伟杰,李照磊,佘超然,等.苯乙烯马来酸酐共聚物酰亚胺化聚硅氧烷的研究[J].热固性树脂,2013,28(5):21-24..
[7]冯辉霞,赵亚彬,王毅,等.苯乙烯-马来酸酐共聚物/蒙脱土纳米复合材料的制备[J].塑料工业,2007,35(增):121-123.
[8]Sar覦A,Bi觭er A,Alkan C.Thermal energy storage characteristics of poly(styrene-co-maleic anhydride)-graft-PEG as polymeric solidsolid phase change materials[J].Solar Energy Materials and Solar Cells,2017,161:219-225.
[9]Mun H Y,Jeong H C,Lee J H,et al.Poly(styrene-maleic anhydride)films as alignment layers for liquid crystal systems via ion-beam irradiation[J].Rsc Advances,2016(80):76743-76747.
[10]Odian G.聚合反应原理[M].北京:机械工业出版社,2013:230-414.
[11]唐炳涛,赵杰,张淑芬,等.苯乙烯-马来酸酐交替共聚物合成及表征[J].大连理工大学学报,2011,51(3):326-330.