1-[5-[(butylsulfanyl)methyl]-2-(chloromethyl)-4-methoxyphenoxy]-3,7-dimethyloctane

• 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: 1-[5-[(butylsulfanyl)methyl]-2-(chloromethyl)-4-methoxyphenoxy]-3,7-dimethyloctane
• 英文别名: 1-(Butylsulfanylmethyl)-4-(chloromethyl)-5-(3,7-dimethyloctoxy)-2-methoxybenzene
• 化学式: C₂₃H₃₉ClO₂S
• 分子量: 415.08
• InChiKey: QLHKOEFIXZXWKT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.1
• 重原子数：
  27
• 可旋转键数：
  15
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.74
• 拓扑面积：
  43.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2,5-双(氯甲基)-1-甲氧基-4-(3,7-二甲基辛氧基)苯 在 sodium t-butanolate 作用下， 以 甲醇 为溶剂， 反应 70.67h， 生成 1-[5-[(butylsulfanyl)methyl]-2-(chloromethyl)-4-methoxyphenoxy]-3,7-dimethyloctane
  参考文献：
  名称：

  Highly Selective Route to Unsymmetrically Substituted 1-{2-[(Butylsulfanyl)methyl]-5-(chloromethyl)-4-methoxyphenoxy}-3,7-dimethyloctane and Isomers toward Synthesis of Conjugated Polymer OC1C10 Used in LEDs: Synthesis and Optimization

  摘要：

  A new and convenient route to an unsymmetrically substituted sulfinyl monomer of precursor polymer toward poly[2-methyl-5-(3,7-dimethyloctyloxy)-p-phenylenevinyline] (OC1C10) is described. OC1C10 is a commercial polymer used as the active layer in LEDs. Therefore, the optimization of the reaction conditions of the monomer synthesis was of some importance for a possible commercialization of this new process. It was possible to increase the overall yield by a factor of 1.5, as compared to the route previously used to obtain these compounds.

  DOI：

  10.1002/1522-2675(20001220)83:12<3113::aid-hlca3113>3.0.co;2-z

文献信息

• Highly Selective Route to Unsymmetrically Substituted 1-{2-[(Butylsulfanyl)methyl]-5-(chloromethyl)-4-methoxyphenoxy}-3,7-dimethyloctane and Isomers toward Synthesis of Conjugated Polymer OC1C10 Used in LEDs: Synthesis and Optimization
  作者：Laurence J. Lutsen、Albert J. van Breemen、Willi Kreuder、Dirk J. M. Vanderzande、Jan M. J. V. Gelan

  DOI：10.1002/1522-2675(20001220)83:12<3113::aid-hlca3113>3.0.co;2-z

  日期：2000.12.20

  A new and convenient route to an unsymmetrically substituted sulfinyl monomer of precursor polymer toward poly[2-methyl-5-(3,7-dimethyloctyloxy)-p-phenylenevinyline] (OC1C10) is described. OC1C10 is a commercial polymer used as the active layer in LEDs. Therefore, the optimization of the reaction conditions of the monomer synthesis was of some importance for a possible commercialization of this new process. It was possible to increase the overall yield by a factor of 1.5, as compared to the route previously used to obtain these compounds.
• VERFAHREN ZUR HERSTELLUNG VON DERIVATEN DES 4-ALKYLSULFINYLMETHYLARYLENMETHANOLS
  申请人：Celanese Ventures GmbH

  公开号：EP1114025A1

  公开（公告）日：2001-07-11
• US7087787B1
  申请人：——

  公开号：US7087787B1

  公开（公告）日：2006-08-08
• [DE] VERFAHREN ZUR HERSTELLUNG VON DERIVATEN DES 4-ALKYLSULFINYLMETHYLARYLENMETHANOLS<br/>[EN] METHOD FOR PRODUCING DERIVATIVES OF 4-ALKYLSULFINYL METHYLARYLENE METHANOLS<br/>[FR] PROCEDE DE PRODUCTION DE DERIVES DU METHANOL 4-ALKYLSULFINYLMETHYLARYLENE
  申请人：AXIVA GMBH

  公开号：WO2000014059A1

  公开（公告）日：2000-03-16

  Die vorliegende Erfindung betrifft ein Verfahren zur Herstellung von Derivaten des 4-Alkylsulfinylmethylarylenmethanols. Derivate des 4-Alkylsulfinylmethylarylenmethanols sind wertvolle Monomere in der Herstellung von konjugierten Polymeren, die als Elektrolumineszenzmaterialien geeignet sind.
• Verification of Radical and Anionic Polymerization Mechanisms in the Sulfinyl and the Gilch Route
  作者：Lieve Hontis、Veerle Vrindts、Dirk Vanderzande、Laurence Lutsen

  DOI：10.1021/ma020992o

  日期：2003.5.1

  Mechanistic studies were performed on the sulfinyl and the Gilch routes, both p-quinodimethane-based polymerizations, toward OC1C10-PPV. The influence of a combination of additives was investigated to verify the nature of their polymerization mechanisms. In contrast to the sulfinyl route, the Gilch route was irreproducible when performed in THF. Therefore, a reproducible Gilch procedure was developed in dioxane at room temperature. The results of the additives were evaluated by size exclusion chromatography (SEC). All observed effects of both the sulfinyl and Gilch routes are consistent with a radical polymerization mechanism.