2,2,2-trifluoroethyl S-1-phenylethylxanthate | 1242070-91-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2,2,2-trifluoroethyl S-1-phenylethylxanthate
• 英文别名: O-(2,2,2-trifluoroethyl) 1-phenylethylsulfanylmethanethioate
• CAS: 1242070-91-2
• 化学式: C₁₁H₁₁F₃OS₂
• 分子量: 280.335
• InChiKey: HJQAVKCOHUZBQL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  17
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  66.6
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  二硫化碳 、 2,2,2-三氟乙醇 、 (1-溴乙基)苯 在 sodium hydroxide 作用下， 以 N,N-二甲基甲酰胺 、 mineral oil 为溶剂， 反应 0.75h， 以85%的产率得到2,2,2-trifluoroethyl S-1-phenylethylxanthate
  参考文献：
  名称：

  RAFT-Mediated Emulsion Polymerization of Styrene with Low Reactive Xanthate Agents: Microemulsion-like Behavior

  摘要：

  Xanthates ([1-(O-ethylxanthyl)ethyl]benzene (CTA1) and [1-(O-trifluoroethylxanthyl)ethyl]benzene (CTA2)) have the capacity to control the molecular weight distribution in emulsion polymerizations to produce very small nanoparticles below 20 nm. We form stable translucent polystyrene latexes using surfactant (sodium dodecyl sulfate, SDS) and a small amount of pentanol as cosurfactant. The high CTA concentration results in a greater retardation in rate until consumption of all the RAFT agent. With an increase in CTA1 the particle size decreases from 38 to 8 nm and the particle number concentration Nc increases from 2 x 10(18) to 2 x 10(20) particles/L. Although an increase in N-c should in principle lead to a faster rate of polymerization, we observe a greater retardation in rate with increasing CTA. The higher C-tr, RAFT of CTA2 results in a greater initial retardation until consumption of all the RAFT agent and particle diameters lower than 5 nm and at high concentrations of CTA2 diameters that are not measurable. Kinetic simulations solving the Smith-Ewart equations explain the anomaly between R (formed from the fragmentation of the R group from the RAFT agent) acting to nucleate micelles and terminate radicals within particles. The small and mobile R radicals can exit particles, re-enter micelles or other particles, re-exit until they either nucleate micelles, or terminate with propagating polymeric chains. This process of exit and re-entry is similar to limit 3 in a conventional emulsion polymerization. The higher micelle nucleation rate through initiation within micelles by R radicals results in smaller and a greater number of particles. Exit is the dominant mechanism for greater nucleation and retardation.

  DOI：

  10.1021/ma101237u

文献信息

• RAFT-Mediated Emulsion Polymerization of Styrene with Low Reactive Xanthate Agents: Microemulsion-like Behavior
  作者：Mark P. F. Pepels、Clovia I. Holdsworth、Sagrario Pascual、Michael J. Monteiro

  DOI：10.1021/ma101237u

  日期：2010.9.28

  Xanthates ([1-(O-ethylxanthyl)ethyl]benzene (CTA1) and [1-(O-trifluoroethylxanthyl)ethyl]benzene (CTA2)) have the capacity to control the molecular weight distribution in emulsion polymerizations to produce very small nanoparticles below 20 nm. We form stable translucent polystyrene latexes using surfactant (sodium dodecyl sulfate, SDS) and a small amount of pentanol as cosurfactant. The high CTA concentration results in a greater retardation in rate until consumption of all the RAFT agent. With an increase in CTA1 the particle size decreases from 38 to 8 nm and the particle number concentration Nc increases from 2 x 10(18) to 2 x 10(20) particles/L. Although an increase in N-c should in principle lead to a faster rate of polymerization, we observe a greater retardation in rate with increasing CTA. The higher C-tr, RAFT of CTA2 results in a greater initial retardation until consumption of all the RAFT agent and particle diameters lower than 5 nm and at high concentrations of CTA2 diameters that are not measurable. Kinetic simulations solving the Smith-Ewart equations explain the anomaly between R (formed from the fragmentation of the R group from the RAFT agent) acting to nucleate micelles and terminate radicals within particles. The small and mobile R radicals can exit particles, re-enter micelles or other particles, re-exit until they either nucleate micelles, or terminate with propagating polymeric chains. This process of exit and re-entry is similar to limit 3 in a conventional emulsion polymerization. The higher micelle nucleation rate through initiation within micelles by R radicals results in smaller and a greater number of particles. Exit is the dominant mechanism for greater nucleation and retardation.