benzyl 4-vinyldithiobenzoate | 150648-69-4

• 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: benzyl 4-vinyldithiobenzoate
• 英文别名: Benzyl 4-ethenylbenzenecarbodithioate
• CAS: 150648-69-4
• 化学式: C₁₆H₁₄S₂
• 分子量: 270.419
• InChiKey: YFZLUVFYGBRPIC-UHFFFAOYSA-N

物化性质

• 沸点：
  408.8±48.0 °C(Predicted)
• 密度：
  1.178±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  18
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  57.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  二硫化碳 、 对溴苯乙烯 、 溴甲苯 在 magnesium 作用下， 以 四氢呋喃 为溶剂， 反应 5.0h， 以35%的产率得到benzyl 4-vinyldithiobenzoate
  参考文献：
  名称：

  Controlled Chain Branching by RAFT-Based Radical Polymerization

  摘要：

  Styrene radical polymerization was carried out in the presence of a polymerizable dithioester, benzyl 4-vinyldithiobenzoate, which possesses a dithioester group and a polymerizable double bond. Branched polystyrene was formed during the polymerization, as indicated by multimodal GPC curves of the products. The branched polystyrene contains a dithiobenzoate C( S)S moiety at each branch point and thus can be analyzed by cleavage with amine. After cleavage, the GPC profiles became narrow. The molecular weight of the cleaved product increased linearly with monomer conversion, illustrating a living fashion of the polymerization. Solution property obtained by simultaneous online measurements of viscosity and light scattering indicates that the viscosity of the branched product decreased remarkably as compared to the linear polystyrene of equivalent molecular weight. The copolymerization behavior of styrene and benzyl 4-vinyldithiobenzoate was investigated by FT-IR monitoring during the polymerization. The results show that the latter was incorporated homogeneously into polystyrene chain. Therefore, branched polystyrene was synthesized with controlled architecture in the light of the length and narrow distribution of primary chains as well as the degree and the distribution of branching along the polymer chain.

  DOI：

  10.1021/ma025673b

文献信息

• SYNTHESIS OF ARBORESCENT POLYMERS VIA CONTROLLED INIMER-TYPE REVERSIBLE ADDITION-FRAGMENTATION CHAIN TRANSFER (RAFT) POLYMERIZATION
  申请人：Puskas Judit Eva

  公开号：US20110144268A1

  公开（公告）日：2011-06-16

  Randomly branched polymers, such as homopolymers, copolymers, block copolymers and functionalized polymers are disclosed which may be formed by polymerizing a polymerizable monomer, such as styrene with a dithioester chain transfer agent which includes a polymerizable group. The reaction may be performed in one pot. The randomly branched polymer can have high molecular weight and broad molecular weight distribution.

  本发明公开了随机支链聚合物，例如同聚物、共聚物、嵌段共聚物和功能化聚合物，可以通过聚合可聚合单体（例如苯乙烯）和包含可聚合基团的二硫酯链转移剂形成。该反应可以在一个反应釜中进行。随机支链聚合物可以具有高分子量和广泛的分子量分布。
• US8883912B2
  申请人：——

  公开号：US8883912B2

  公开（公告）日：2014-11-11
• [EN] SYNTHESIS OF ARBORESCENT POLYMERS VIA CONTROLLED INIMER-TYPE REVERSIBLE ADDITION-FRAGMENTATION CHAIN TRANSFER (RAFT) POLYMERIZATION<br/>[FR] SYNTHÈSE DE POLYMÈRES ARBORESCENTS PAR POLYMÉRISATION RAFT (REVERSIBLE ADDITION-FRAGMENTATION CHAIN TRANSFER) CONTRÔLÉE DU TYPE INIMÈRE
  申请人：UNIV AKRON

  公开号：WO2010019563A1

  公开（公告）日：2010-02-18

  Randomly branched polymers, such as homopolymers, copolymers, block copolymers and functionalized polymers are disclosed which may be formed by polymerizing a polymerizable monomer, such as styrene with a dithioester chain transfer agent which includes a polymerizable group. The reaction may be performed in one pot. The randomly branched polymer can have high molecular weight and broad molecular weight distribution.
• Controlled Chain Branching by RAFT-Based Radical Polymerization
  作者：Zhongmin Wang、Junpo He、Yuefei Tao、Liu Yang、Hongjin Jiang、Yuliang Yang

  DOI：10.1021/ma025673b

  日期：2003.10.1

  Styrene radical polymerization was carried out in the presence of a polymerizable dithioester, benzyl 4-vinyldithiobenzoate, which possesses a dithioester group and a polymerizable double bond. Branched polystyrene was formed during the polymerization, as indicated by multimodal GPC curves of the products. The branched polystyrene contains a dithiobenzoate C( S)S moiety at each branch point and thus can be analyzed by cleavage with amine. After cleavage, the GPC profiles became narrow. The molecular weight of the cleaved product increased linearly with monomer conversion, illustrating a living fashion of the polymerization. Solution property obtained by simultaneous online measurements of viscosity and light scattering indicates that the viscosity of the branched product decreased remarkably as compared to the linear polystyrene of equivalent molecular weight. The copolymerization behavior of styrene and benzyl 4-vinyldithiobenzoate was investigated by FT-IR monitoring during the polymerization. The results show that the latter was incorporated homogeneously into polystyrene chain. Therefore, branched polystyrene was synthesized with controlled architecture in the light of the length and narrow distribution of primary chains as well as the degree and the distribution of branching along the polymer chain.