Realizing High Refractive Index Thiol-X Materials: A General and Scalable Synthetic Approach,ACS Materials Letters

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Realizing High Refractive Index Thiol-X Materials: A General and Scalable Synthetic Approach
ACS Materials Letters ( IF 9.6 ) Pub Date : 2019-10-23 , DOI: 10.1021/acsmaterialslett.9b00331
Marvin D. Alim ₁ , Sudheendran Mavila ₂ , David B. Miller ₃ , Sijia Huang ₂ , Maciej Podgórski ₂ , Lewis M. Cox ₄ , Amy C. Sullivan ₃ , Robert R. McLeod _{1,

3} , Christopher N. Bowman _{1,

2,

5}

Affiliation

Photopolymers formed from the family of thiol-X “click” reactions notably form sulfur-containing thioether linkages. While sulfur-containing materials are conventionally expected to result in high refractive index (n_D/20 °C > 1.6) materials, this expectation is rarely realized with thiol-X photopolymers, because of the lack of monomers with sufficiently high refractive indices. Here, an efficient, modular synthetic strategy to obtain high refractive index thiol-X monomers is presented. The efficacy of the overall approach is demonstrated using only commercially available starting compounds to yield low viscosity (<500 cP) liquid multifunctional thiol and diallyl ether monomers with high refractive indices (n_D/20 °C > 1.64). These synthesized monomers underwent rapid thiol-ene photopolymerizations to high conversions, achieving refractive index values (n_D/20 °C) up to 1.669 in uniform crosslinked networks exhibiting typical narrow and well-defined loss tangent (tan δ) peaks. The convenience of the low-viscosity, high optical quality thiol-ene resins was demonstrated in the fabrication of two functional optical components. First, a plano-convex lens was aspherized using an overmolding procedure. Second, a two-dimensional grating was fabricated using a two-stage material and a photomask exposure.

中文翻译：

实现高折射率Thiol-X材料：通用且可扩展的合成方法

由硫醇-X“点击”反应族形成的光敏聚合物特别形成含硫的硫醚键。尽管通常期望含硫材料产生高折射率（n _D / 20°C> 1.6）的材料，但是由于缺少具有足够高折射率的单体，硫醇-X光聚合物很少能实现这种期望。在这里，提出了一种高效的，模块化的合成策略，以获得高折射率的巯基-X单体。仅使用市售的起始化合物即可生产出低折射率（<500 cP）的液体多官能硫醇和二烯丙基醚单体，且具有高折射率（n _D/ 20°C> 1.64）。这些合成的单体经历了快速的硫醇-烯光聚合反应，以实现高转化率，在显示出典型的窄正切损耗角正切（tanδ）峰的均匀交联网络中，折射率值（n _D / 20°C）达到1.669。低粘度，高光学质量的硫醇-烯树脂的便利性在两种功能性光学组件的制造中得到了证明。首先，使用包覆成型程序将平凸透镜球化。第二，使用两阶段材料和光掩模曝光来制造二维光栅。

更新日期：2019-10-25

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