目的 以2,4-己二炔-1,6-二烷基脲为原料制备疫苗温度标签，并对其重结晶和共结晶的制备，以及显色动力学规律进行研究，为疫苗温度标签的商业化应用提供理论指导。方法 通过使用不同溶剂对2,4-己二炔-1,6-二乙基脲的重结晶，以及不同比例的2,4-己二炔-1,6-二乙基脲和2,4-己二炔-1,6-二丙基脲的共结晶进行实验，确定最适宜的配方，并对其显色动力学规律进行研究，利用分光密度仪对光密度值进行测定，进而通过计算得到反应活化能。结果 不同溶解度的溶剂重结晶2,4-己二炔-1,6-二乙基脲后的固相聚合反应速率不同，通过实验发现以m乙醇∶m水=3∶1的混合溶液为溶剂重结晶，以及mKE∶mKPR=2∶1共结晶得到的产物热反应性较好，颜色变化较为鲜明，且通过计算得到该固相聚合反应的活化能为31.94 kJ/mol。结论 将2,4-己二炔-1,6-二烷基脲作为新型的化学型疫苗温度标签，其视觉响应信号易于识别;通过重结晶和共结晶的改性来匹配不同种类的疫苗，可直观反映疫苗在冷链运输、保存和使用环节的质量。

The re-crystallization of 2,4-hexadiyn-1,6-dialkylurea, the preparation of co-crystallization and its color development kinetics were studied, which provided theoretical guidance for the commercial application of Vaccine vial monitor. Through the re-crystallization of 2,4-hexadiyn1,6-diethylurea with different solvents and the co-crystallization test of 2,4-hexadiyn-1,6-bis(ethylurea)(KE) and 2,4-hexadiyn-1,6-bis(propylurea)(KPr) with different proportions, the most suitable formula was determined, and its color development kinetics was studied. The optical density was measured by spectrophotometer.The results showed that the solid-state polymerization reaction rates of recrystallizing 2,4-hexadiyne-1,6-bis(ethylurea) with different solubility solvents were different. Through experiments, it is found that the product obtained by recrystallization with the mixed solution of methanol∶mwater=3∶1 and cocrystallization at mKE∶mKPR=2∶1 has better thermal reactivity and distinct color change, and the activation energy of the solid-state polymerization reaction is calculated to be 31.94 kJ/mol. 2,4-hexadiyn-1,6-dialkylurea is a new chemical time and temperature indicator, and its visual response signal is easy to recognize. Matching different kinds of vaccines by re-crystallization and modification of co-crystallization can directly reflect the quality of vaccines in cold chain transportation, preservation and use.