林业工程学报2025，Vol.10Issue(3)：105-113,9.DOI:10.13360/j.issn.2096-1359.202404026
蔗糖桐油酸酯及其Diels-Alder加成衍生物的紫外固化性能
Ultraviolet curing properties of sucrose tungoleate and its Diels-Alder addition derivatives
摘要
Abstract
Methyl tungoleate was reacted with sucrose to produce sucrose tungoleate,and the successful synthesis of highly substituted sucrose tungstate was confirmed through nuclear magnetic resonance(NMR)hydrogen spectrum and infrared(IR)spectroscopy characterization.Subsequently,sucrose tungoleate was reacted with trimethylolpropane trimethacrylate(TMPTMA)via a Diels-Alder(D-A)addition reaction to obtain acrylate-terminated sucrose tungoleate.The biobased polymer coating materials were prepared via UV curing,utilizing acrylate-terminated sucrose tungoleate as the monomer.By replacing the conjugated double bonds in the chain with more active terminal double bonds using the D-A addition reaction,the goal was to achieve a rapid UV-light curing effect and to examine the properties of the cured coatings,which would be allowed to assess the potential of utilizing the tung oil for high-value coatings.The structure of acrylate-terminated sucrose tungoleate was characterized using NMR hydrogen spectrum and IR spectroscopy to prove that the target products were successfully synthesized.Various factors such as the molar ratios of sucrose tungoleate to TMPTMA(1:2,1:4,and 1:6),types of photoinitiator(PI-1173,PI-819,PI-BP,and PI-6976),UV curing time(20-50 s),the types of diluents(styrene,methyl tungoleate,and hydroxyethyl acrylate),and the amount of diluent hydroxyethyl acrylate(10％,20％,30％and 40％)were evaluated for their impacts on the performances of the polymer coatings.The evaluation criteria included apparent morphology,gelation rate,water absorption,water contact angle,and pencil hardness.These parameters were carefully tested to assess the UV-light curing activity and degree of curing of acrylate-terminated sucrose tungoleate.Additionally,the appearance of the UV-light cured coating,along with its hydrophilic and hydrophobic properties and scratch resistance were also examined.The results demonstrated that the acrylate-terminated sucrose tungoleate was successfully prepared and had superior light-curing activity and flatter coating surface appearance compared to tung oil.Optimal conditions of 1:6 molar ratio of sucrose tungoleate to TMPTMA,20％hydroxyethyl acrylate as the diluent and 5％PI-1173 as the photoinitiator resulted in a uniform and hydrophobic polymer coating with a water contact angle of 92.3° and pencil hardness of 6H,which was achieved through rapid curing at room temperature for 20 s.This study utilized the rigid sucrose sugar ring in the sucrose tungoleate molecule and the reactive conjugated double bonds of the tungoleate chain to develop a high UV curable active coating.The resulting coating demonstrates both rigidity and hydrophobicity,highlighting the potential of tung oil derivatives for use in high-value coatings.关键词
生物基/桐油衍生物/Diels-Alder加成反应/紫外光固化/聚合物涂层Key words
bio-based/tung oil derivatives/Diels-Alder addition/UV curing/polymer coating分类
化学化工引用本文复制引用
汤思雨,邓茜允,王洋,张超群..蔗糖桐油酸酯及其Diels-Alder加成衍生物的紫外固化性能[J].林业工程学报,2025,10(3):105-113,9.基金项目
国家自然科学基金(22105078) （22105078）
广州市科技计划项目(SL2022A04J01731) （SL2022A04J01731）
江苏省生物质能源与材料重点实验室自主科研项目(JSBEM-S-202206). （JSBEM-S-202206）
