3,4-bis(vinyloxy)thiophene | 126735-00-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 杂芳族化合物
• 英文名称: 3,4-bis(vinyloxy)thiophene
• 英文别名: 3,4-Bis(ethenoxy)thiophene；3,4-bis(ethenoxy)thiophene
• CAS: 126735-00-0
• 化学式: C₈H₈O₂S
• 分子量: 168.216
• InChiKey: FYQLFBWSHGTQLX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  11
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  46.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3,4-bis(vinyloxy)thiophene 在 RuCl2(1,3-dimesityl-imidazolidin-2-yl)(PCy3)(=CHPh) 正丁基锂 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 生成 5-Thieno[3,4-b][1,4]dioxin-5-ylthieno[3,4-b][1,4]dioxine
  参考文献：
  名称：

  3,4-Vinylenedioxythiophene (VDOT): a new building block for thiophene-based π-conjugated systems

  摘要：

  本文介绍了标题化合物的合成及其在 Ï-共轭体系中作为构件的用途。

  DOI：

  10.1039/b513923f
• 作为产物：
  描述：

  3,4-二甲氧基噻吩 在 potassium tert-butylate 、 对甲苯磺酸 作用下， 以 甲苯 、 叔丁醇 为溶剂， 生成 3,4-bis(vinyloxy)thiophene
  参考文献：
  名称：

  3,4-Vinylenedioxythiophene (VDOT): a new building block for thiophene-based π-conjugated systems

  摘要：

  本文介绍了标题化合物的合成及其在 Ï-共轭体系中作为构件的用途。

  DOI：

  10.1039/b513923f

文献信息

• Robust PEDOT films by covalent bonding to substrates using in tandem sol–gel, surface initiated free-radical and redox polymerization
  作者：Anand G. Sadekar、Dhairyashil Mohite、Sudhir Mulik、Naveen Chandrasekaran、Chariklia Sotiriou-Leventis、Nicholas Leventis

  DOI：10.1039/c1jm12563j

  日期：——

  Poly(3,4-ethylenedioxythiophene), PEDOT, films are used as antistatic coatings on electrically insulating substrates such as plastic and glass. A novel method for the synthesis of conducting PEDOT films on insulators relies on sol–gel chemistry to attach a di-Si(OEt)3 functionalized free radical initiator (AIBN) on oxidized surfaces, followed by: (a) attachment of 3,4-(vinylenedioxy)thiophene (VDOT: an analogue to EDOT susceptible to radical addition through its vinylenedioxy group); and, (b) oxidative (with FeCl3) co-polymerization of surface-confined VDOT with 3,4-ethylenedioxythiophene (EDOT). In conjunction with classical photolithography, the method yields thin (∼150 nm) yet dense, pinhole-free (confirmed electrochemically), hard (>6H), extremely adhesive (5B), patterned, highly conducting (52 mho cm−1) films. The process is applied mainly on glass but it works equally well on oxidized metal surfaces (aluminum, steel, Pt). Control studies related to “grafting from” with surface-confined AIBN were conducted by growing inexpensive poly(styrene) and poly(methylmethacrylate) films.

  聚（3,4-亚乙二氧基噻吩）（PEDOT）薄膜可用作塑料和玻璃等电绝缘基材上的抗静电涂层。在绝缘体上合成导电 PEDOT 薄膜的新方法是通过溶胶化学将二硅(OEt)3 官能化自由基引发剂（AIBN）附着在氧化表面上，然后进行以下步骤：(a) 附着 3,4-（乙烯二氧基）噻吩（VDOT：EDOT 的类似物，可通过其乙烯二氧基基团进行自由基加成）；以及 (b) 表面封闭的 VDOT 与 3,4-乙烯二氧基噻吩（EDOT）发生氧化（使用 FeCl3）共聚。该方法与传统的光刻技术相结合，可获得薄（150 nm）但致密、无针孔（电化学证实）、坚硬（>6H）、粘合力极强（5B）、图案化、高导电性（52 mho cmâ1）的薄膜。该工艺主要应用于玻璃，但在氧化金属表面（铝、钢、铂）上也同样有效。通过生长廉价的聚（苯乙烯）和聚（甲基丙烯酸甲酯）薄膜，进行了与表面封闭的 AIBN "接枝 "有关的控制研究。
• GREEN SOLUBLE CONJUGATED POLYMERS WITH HIGH CHARGE CARRIER MOBILITIES
  申请人：University of Florida Research Foundation, Inc.

  公开号：EP2435498A2

  公开（公告）日：2012-04-04
• CONJUGATED POLYMERS WITH MULTISTAGE SIDE-CHAIN CLEAVAGE
  申请人：GEORGIA TECH RESEARCH CORPORATION

  公开号：US20210111346A1

  公开（公告）日：2021-04-15

  Multistage side-chain conjugated polymers (CPs) have a conjugated backbone from a multiplicity of repeating unit where at least one of the repeating units has a multistage side-chain. The repeating unit has a conjugated backbone portion and a multistage side-chain, which has one or more responsive functionalities. Responsive functionalities include a photo- or thermal-cleavable portion connected by a first linker between the backbone portion and the cleavable portion, and a chemically activatable solubilizing portion having an activatable functionality that can undergo a chemical reaction to provide aqueous solubility. The multistage side-chain CP is prepared in an organic solution and converted to an aqueous soluble activated multistage side-chain CP for deposited on a substrate. Upon cleavage, a multistage side-chain residue is liberated and removed from an insoluble core CP film that can be part of an organic electronic device.
• US8372315B2
  申请人：——

  公开号：US8372315B2

  公开（公告）日：2013-02-12
• [EN] GREEN SOLUBLE CONJUGATED POLYMERS WITH HIGH CHARGE CARRIER MOBILITIES<br/>[FR] POLYMÈRES CONJUGUÉS SOLUBLES VERTS CARACTÉRISÉS PAR UNE GRANDE MOBILITÉ DES PORTEURS DE CHARGE
  申请人：UNIV FLORIDA

  公开号：WO2010138566A2

  公开（公告）日：2010-12-02

  A donor-acceptor (DA) π-conjugated polymer with high charge transfer mobility has a plurality of DIkADIk portions, where k is 1 or 2, Dl is a donor unit having at least one solubilizing side chain, and A is an acceptor unit, and the donor-acceptor (DA) π-conjugated polymer has a plurality of D2m spacer sequences situated between the DlxADlx portions, where m is 1 to 6 and D2 is a second donor unit where all atoms of the unit are coplanar in at least one conformation that the unit can assume. The DA π-conjugated polymer can reflect a blue tinted green, deep green, or yellow tinted green color. The DA π-conjugated polymers have space-charge limited (SCL) zero field hole mobilities of at least 1 x 10-6 cm2 V-1S-1.