季戊四醇二丙烯酸酯的合成.pdf

油化工
2013年第42卷第8期
PETROCHEMICAL TECHNOLOGY
季戊四醇二丙烯酸酯的合成
祁元春,董薴之
(华东理工大学材料科学与工程学院特种功能高分子材料及其相关技术教育部重点实验室,上海20023)
[摘要]采用直接酵化法,以对甲苯磺酸为催化剂、対苯二酚/无水CuSO4为阻聚剂、甲苯为溶剂、内烯酸和季戊四醇为原料
合成了季戊四醇二丙烯酸酯(PEDA),考察了阻聚剂种类及用量、催化剂用量、原料配比和溶剂用量对酯化反应的影响,得
出了最佳合成条件:以质量比为1:1的对苯二酚无水CuSO,复配体系为阻聚剂且用量为2.0%(占反应物总质量,下同),对甲
苯磺酸用量为2.%,丙烯酸与季戊四崞摩尔比为2.6,甲苯用量为50%,反应温度120℃,反应时间4h。在此条件下,粗产物
收率为70%,PEDA收率为52%。将粗产物进行层析分离,通过HPLC,'HNMR,MS,FTIR等手段对粗产物中各组分进行定
性、定量分析。由HPLC测定结果可知,PEDA的纯度由分离前的74%提高到99%
[关键词]季戊四醇二丙烯酸酯:丙烯酸;季戊四醇;对甲苯磺酸;直接酯化法
文章编号」1000~8144(2013)08-0891-06
中图分类号1TQ225.24
[文献标志码]A
Synthesis of Pentaerythritol Diacrylate
Oi Yuanchun, Dong Qingzhi
(Key Laboratory for Specially Functional Polymers and Related Technology of Ministry of Education, College of Materials Science
and Engineering, East China University of Science and Technology, Shanghai 200237, China)
L Abstract] Pentaerythritol diacrylate(PEDA)was synthesized by direct esterification from acrylic
acid and pentaerythritol with toluene- -sulfonic acid as the catalyst, hydroquinone/anhydrous copper
sulfate as the inhibitor system and toluene as the solvent. The effects of inhibitors, catalyst dosage
mole ratio of acrylic acid to pentaerythritol and solvent dosage on the esterification were studied
Under the optimum conditions of hydroquinone/anhydrous copper sulfate with mass ratio 1: I as the
composite inhibitor system 2.0%(based on the total mass of the reactants, the same blow), toluene-p
sulfonic acid as the catalyst 2.0%, mole ratio of acrylic acid to pentaerythritol 2.6, toluene dosage
50%, reaction temperature 120 C and reaction time 4 h, the yields of the crude product and PEDA
were 70% and 52%0, respectively. The crude product was identified by means of HPLC, H NMR
MS and FTIR. The purity of PEDA in the product was improved from 74% to 99% after separation
and purification
Keywords I pentaerythritol diacrylate; acrylic acid; pentaerythritol; toluene-p-sulfonic acid
direct esterification
在紫外光固化领域,季戊四醇丙烯酸酯类不涂料、油墨、胶黏剂、纺织品、制版和电子行业
饱和多官能度单体常用作稀释剂和交联剂,用于调等领域
节涂料体系的黏度,改善施工性能,同时它参与固
PEDA可由丙烯酸与季戊四醇进行酯化反应制
化反应,以增加交联密度,提高涂膜的力学性能
和耐化学品性能?。其中,季成四醇二丙烯酸酯「收稿日期203-01-29;[修改稿目期。2013-05-10
(PEDA)分子中含有两个双键和两个羟基,这种分
[作者简介]祁元春(1983-),女,河南省周口市人,博士生,
电话021-64251123,电邮qiyuanchun(@163.com。联系人:董擎
子结构使其能与很多有机单体发生共聚,得到具之,电话021-6425123,电郎qzhdong@ecust.edu.cn.
有特殊用途的共聚物,广泛应用于光固化树脂、
[基金项目]上海市重点学科资助项目(B502)