| 50 | 0 | 135 |
| 下载次数 | 被引频次 | 阅读次数 |
选用亚麻油、双季戊四醇、丙烯酸等为原料,通过碱水解法和分步酯化法合成亚麻油基多官能团丙烯酸酯,研究两步酯化反应的条件,并利用红外光谱进行定性分析.实验表明,亚麻油基丙烯酸酯最佳的合成工艺是:第一步酯化反应以反应物总质量1.75%的对甲苯磺酸作为催化剂,先在180℃保温1 h,再在200℃下反应5 h;第二步酯化反应以丙烯酸质量1.0%的对羟基苯甲醚作为阻聚剂,以丙烯酸质量4%的对甲苯磺酸作为催化剂,在120℃下反应4 h.该条件下合成的亚麻油基多官能团丙烯酸酯的碘值和粘度均较为理想,可用作光固化涂料的活性稀释剂.
Abstract:Linseed oil, dipentaerythritol and acrylic acid were used as raw materials to synthesize linseed oil-based multifunctional acrylates through alkaline hydrolysis and stepwise esterification.The conditions of two-step esterification reaction were studied, and qualitative analysis was conducted using infrared spectroscopy. The results showed that the optimal synthesis process of linseed oil-based acrylates was as follows: The first esterification was kept at 180 ℃ for 1 h, and then raised to 200 ℃ for 5 h with 1.75% of p-toluenesulfonic acid used as the catalyst by total mass of the reactants. In the second step, 1.0% of p-hydroxyanisole by mass of the acrylic acid was used as the inhibitor, and 4% of p-toluenesulfonic acid by mass of the acrylic acid was used as the catalyst for esterification at 120 ℃ for 4 h. Linseed oil-based multifunctional acrylates with ideal iodine value and viscosity were synthesized under the conditions, which were used as active diluents of UV-curable coatings.
[1] WANG X,SOUCEK M D. Investigation of non-isocyanate urethane dimethacrylate reactive diluents for UV-curable polyurethane coatings[J]. Progress in Organic Coatings,2013,76(7/8):1057-1067.
[2] ZVONKINA I J,HILT M. Tuning the mechanical performance and adhesion of polyurethane UV cured coatings by composition of acrylic reactive diluents[J]. Progress in Organic Coatings, 2015, 89:288-296.
[3]吴玉民,胡辉,谭昊涯.二季戊四醇六丙烯酸酯的合成及其固化涂料[J].长沙电力学院学报,1998(2):67-70.
[4]李光照,徐泽栋,胡宝,等.双季戊四醇六丙烯酸酯的合成和表征[J].化学研究,2017,28(2):195-200.
[5]万庆梅,金一丰,王胜利. SO42-/TiO2-Al2O3催化合成双季戊四醇六脂肪酸酯[J].化工进展,2011,30(12):2739-2742.
[6]张慧娟,周宏勇,杨永登,等.多官能度丙烯酸酯的合成及光固化性能[J].高分子材料科学与工程,2016,32(12):13-19.
[7]余桐柏,罗志成,戴开良.六臂星形聚己内酯丙烯酸酯的合成及光固化性能研究[J].石油化工应用,2020,39(8):97-103.
[8]全国涂料和颜料标准化技术委员会.塑料用聚酯树脂、色漆和清漆用漆基部分酸值和总酸值的测定:GB/T 6743-2008[S].北京:中国标准出版社,2008.
[9]全国粮油标准化技术委员会.动植物油脂碘值的测定:GB/T 5532-2008[S].北京:中国标准出版社,2008.
[10]上海橡胶制品研究所.胶粘剂粘度的测定:GB/T 2794-1995[S].北京:中国标准出版社,1995.
[11] BIRTANE H. Diatomaceous earth-containing linseed oil-Based environmentally friendly hydrophobic coatings[J]. Chemistry Select,2024,9(38):202402807.
[12] ALAM M,ALANDIS N M,ZAFAR F,et al. Linseed oil derived terpolymer/silica nanocomposite materials for anticorrosive coatings[J]. Polymer Engineering&Science,2021,61(9):2243-2256.
[13] SINGH A P,GUNASEKARAN G,SURYANARAYANA C,et al. Fatty acid based waterborne air drying epoxy ester resin for coating applications[J]. Progress in Organic Coatings,2015,87:95-105.
[14] ZHANG Z,NI N,XU Y. Effects of different polyols with functions on the properties of polyester polyol-based polyurethane coatings[J]. Coatings,2025,15(1):61-61.
[15]石敏瑜.双季戊四醇及其衍生物的合成与工艺研究[D].保定:河北大学,2010.
[16]刘冶.浅谈单、双季戊四醇的合成目的及意义[J].中国石油和化工标准与质量,2011,31(4):53.
[17]陈坤.双季戊四醇的应用[J].化工生产与技术,2004(6):25-28.
[18] XIAO Y,ZHAO J,QIU R,et al. Slippery liquid-infused surface from three-dimensional interconnecting net structure via breath figure approach and its usage for biofouling inhibition[J]. Progress in Organic Coatings,2018,123:47-52.
[19] OH S,VISHAL G,LEE W. Synthesis and characteristics of cardanol-based acrylates as reactive diluents in UV-curing coatings[J]. Molecular Crystals and Liquid Crystals,2023,760(1):68-75.
[20]王笑天. UV固化超支化聚酯树脂的制备研究[C]//中国感光学会辐射固化专业委员会. 2017年第十八届辐射固化年会论文报告集,2017:106-109+12.
[21]赵惠贞.对甲苯磺酸催化合成油酸乙酯[J].科技信息,2010(16):15-16.
[22]向涛.改性水性醇酸树脂的合成及其性能研究[D].重庆:重庆大学,2017.
[23]王永丽,杨梅,沈小莉,等.丙烯酸阻聚剂及阻聚剂去除方法的探讨[J].广州化工,2023,51(4):30-32.
[24] STUDER K,DECKER C,BECK E,et al. Overcoming oxygen inhibition in UV-curing of acrylate coatings by carbon dioxide inserting:Part I[J]. Progress in Organic Coatings,2003,48:92-100.
基本信息:
中图分类号:TQ630.4
引用信息:
[1]黄敏玲,陈汉佳.亚麻油基多官能团丙烯酸酯的制备[J].汕头大学学报(自然科学版),2025,40(04):3-17+2.