(methacryloylethylene-dioxycarbonyl)benzyl N,N-diethyldithiocarbamate | 301530-11-0

• 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: (methacryloylethylene-dioxycarbonyl)benzyl N,N-diethyldithiocarbamate
• 英文别名: 2-(2-Methylprop-2-enoyloxy)ethyl 4-(diethylcarbamothioylsulfanylmethyl)benzoate；2-(2-methylprop-2-enoyloxy)ethyl 4-(diethylcarbamothioylsulfanylmethyl)benzoate
• CAS: 301530-11-0
• 化学式: C₁₉H₂₅NO₄S₂
• 分子量: 395.544
• InChiKey: QIOJYCHAZXUJOD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  26
• 可旋转键数：
  12
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  113
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  sodium N,N-diethyldithiocarbamate 、 2-(2-Methylprop-2-enoyloxy)ethyl 4-(chloromethyl)benzoate 反应 5.0h， 生成 (methacryloylethylene-dioxycarbonyl)benzyl N,N-diethyldithiocarbamate
  参考文献：
  名称：

  A Methacrylated Photoiniferter as a Chemical Basis for Microlithography:  Micropatterning Based on Photografting Polymerization

  摘要：

  A polymer patterning technology based on photografting polymerization mediated by photoiniferter chemistry is presented as a simple microlithographic technique that affords flexibility in fabricating and subsequently modifying polymer substrates with various chemistries. In principle, the technique relies upon the design and synthesis of a methacrylated photoiniferter, (methacryloyl ethylenedioxycarbonyl) benzyl N,N-diethyldithiocarbamate (HEMA-E-In). This photoiniferter allows the production of micropatterned polymer substrates with surface or internally grafted chemical modifications. The ability to modify surfaces with covalently bound polymer is demonstrated where the thickness of the layer depends on the exposure time. Furthermore, patterning chemical surface modifications was achieved by combining this process with photomasks to produce micron-sized features (approximately 20 Pro). The method is quite diverse and enables spatially controlled internal modification of polymer networks as demonstrated herein. The developed techniques should be very useful for the facile development of 2-D and 3-D patterned and surface-modified polymers for microfluidic and biomaterial applications.

  DOI：

  10.1021/ma0344341

文献信息

• Surface-Initiated Photopolymerization of Poly(ethylene glycol) Methyl Ether Methacrylate on a Diethyldithiocarbamate-Mediated Polymer Substrate
  作者：Ning Luo、J. Brian Hutchison、Kristi S. Anseth、Christopher N. Bowman

  DOI：10.1021/ma011487e

  日期：2002.3.1

  Grafting efficiency and graft conversion have been investigated for poly(ethylene glycol) methyl ether methacrylate (m-PEGMA) polymerized on the surface of diethyldithiocarbamate-containing polymer substrates. The substrate is prepared by copolymerization of a mixture of methacrylic monomers with a methacrylic diethyldithiocarbamate molecule, which serves as a photoiniferter that is chemically anchored on the surface of and throughout the substrate. Surface initiation was revealed by FTIR measurements of m-PEG200MA monomer conversion for two different monomer layer thicknesses; however, side reactions including chain transfer to PEG units affect surface-initiated polymerization of m-PEG200MA monomer significantly. Chain transfer causes a sharp decrease in the measured grafting efficiency at the beginning of this surface-mediated polymerization. Addition of N,N,N',N'-tetraethylthiuram disulfide (TED), which suppresses chain transfer to PEG units, and the use of octyl methacrylate as the grafting monomer result in an increase in graft efficiency at early stages of the polymerization. Specific polymerization events that relate the chain transfer of PEG units to the graft properties of the photoiniferter-mediated polymerization are discussed.
• A Methacrylated Photoiniferter as a Chemical Basis for Microlithography:  Micropatterning Based on Photografting Polymerization
  作者：Ning Luo、Andrew T. Metters、J. Brian Hutchison、Christopher N. Bowman、Kristi S. Anseth

  DOI：10.1021/ma0344341

  日期：2003.9.1

  A polymer patterning technology based on photografting polymerization mediated by photoiniferter chemistry is presented as a simple microlithographic technique that affords flexibility in fabricating and subsequently modifying polymer substrates with various chemistries. In principle, the technique relies upon the design and synthesis of a methacrylated photoiniferter, (methacryloyl ethylenedioxycarbonyl) benzyl N,N-diethyldithiocarbamate (HEMA-E-In). This photoiniferter allows the production of micropatterned polymer substrates with surface or internally grafted chemical modifications. The ability to modify surfaces with covalently bound polymer is demonstrated where the thickness of the layer depends on the exposure time. Furthermore, patterning chemical surface modifications was achieved by combining this process with photomasks to produce micron-sized features (approximately 20 Pro). The method is quite diverse and enables spatially controlled internal modification of polymer networks as demonstrated herein. The developed techniques should be very useful for the facile development of 2-D and 3-D patterned and surface-modified polymers for microfluidic and biomaterial applications.