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High‐refractive index polythiourethane resin based on 2,3‐bis((2‐mercaptoethyl) thio)‐1‐propanethiol and 1,3‐bis(isocyanantomethyl) cyclohexane using tertiary amine catalyst
Journal of Applied Polymer Science ( IF 3 ) Pub Date : 2020-11-17 , DOI: 10.1002/app.50278
Youwei Zhang 1 , Yansong Wang 2 , Yuanyu Chen 1 , Zhao Yang 1 , Mingyue Chen 1 , Zongyi Qin 1
Affiliation  

High‐refractive index (RI) polythiourethane (PTU) resin with good thermal, optical, and mechanical properties was synthesized via thiol‐isocynanate click reaction of 2,3‐bis((2‐mercaptoethyl)thio)‐1‐propanethiol and 1,3‐bis(isocyanantomethyl) cyclohexane using a new tertiary amine catalyst N,N,N′,N′‐tetramethyl‐1,4‐diaminobutane (TMDB). Curing behavior of PTU resin was studied by dynamic differential scanning calorimetry (DSC) technique. Curing technology parameters were optimized by combined use of DSC and fourier transform infrared spectrometry (FTIR). The results indicate that TMDB exhibits higher catalytic activity than commonly used dibutyltin dichloride (DBTC). The Kissinger apparent activation energies at a dosage of 150 ppm TMDB and 150 ppm DBTC are 31.7 and 43.2 kJ mol−1, respectively. PTU resin with a full conversion of thiol and isocynanate was prepared, which exhibited better thermal, optical, and mechanical properties than that reported previously. The resin displays a glass transition temperature of 102 and 129°C determined by DSC and dynamic thermomechanical analysis (DMA), respectively, a 5% weight loss temperature of 279°C in nitrogen, a light transmittance of 87% in the wavelength range of 410–900 nm, a water contact angle of 100°, a high‐RI of 1.617, and an Abbe number of 38. The resin was successfully applied in ophthalmic lenses.

中文翻译:

使用叔胺催化剂的基于2,3-双((2-巯基乙基)硫代)-1-丙硫醇和1,3-双(异氰基甲基)环己烷的高折射率聚硫氨酯树脂

通过2,3-双((2-巯基乙基)硫基)-1-丙烷硫醇与1,3,2-双((2-巯基乙基)硫基)硫醇-异氰酸酯的点击反应合成了具有良好的热,光学和机械性能的高折射率(RI)聚硫氨酯(PTU)树脂。使用新的叔胺催化剂N,N,N',N'-四甲基-1,4-二氨基丁烷(TMDB)生成3-双(异氰基甲基)环己烷。通过动态差示扫描量热法(DSC)研究了PTU树脂的固化行为。通过结合使用DSC和傅里叶变换红外光谱(FTIR)来优化固化技术参数。结果表明,TMDB的催化活性高于常用的二丁基二氯化锡(DBTC)。在150 ppm TMDB和150 ppm DBTC的剂量下,基辛格表观活化能分别为31.7和43.2 kJ mol -1, 分别。制备了具有硫醇和异氰酸酯完全转化的PTU树脂,该树脂比以前报道的具有更好的热,光学和机械性能。通过DSC和动态热力学分析(DMA)测得的树脂的玻璃化转变温度分别为102和129°C,在氮气中5%的失重温度为279°C,在波长范围内的透光率为87%。 410–900 nm,水接触角为100°,高RI为1.617,阿贝数为38。该树脂已成功应用于眼科镜片。
更新日期:2020-11-17
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