di-tert-butyl 3,6-bis(4-bromophenyl)-1,4-dioxopyrrolo[3,4-c]pyrrole-2,5(1H,4H)-dicarboxylate | 1383674-30-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯啉
• 英文名称: di-tert-butyl 3,6-bis(4-bromophenyl)-1,4-dioxopyrrolo[3,4-c]pyrrole-2,5(1H,4H)-dicarboxylate
• 英文别名: Di-tert-butyl 3,6-bis(4-bromophenyl)-1,4-dioxopyrrolo[3,4-c]pyrrole-2,5(1H,4H)-dicarboxylate；ditert-butyl 1,4-bis(4-bromophenyl)-3,6-dioxopyrrolo[3,4-c]pyrrole-2,5-dicarboxylate
• CAS: 1383674-30-3
• 化学式: C₂₈H₂₆Br₂N₂O₆
• 分子量: 646.332
• InChiKey: VAHFIJVBPRBARG-UHFFFAOYSA-N

物化性质

• 沸点：
  639.6±65.0 °C(Predicted)
• 密度：
  1.62±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  38
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  93.2
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  di-tert-butyl 3,6-bis(4-bromophenyl)-1,4-dioxopyrrolo[3,4-c]pyrrole-2,5(1H,4H)-dicarboxylate 在 四(三苯基膦)钯 、 potassium carbonate 作用下， 以 甲苯 为溶剂， 反应 0.33h， 生成 1,4-Bis[4-(3,4-dimethoxyphenyl)phenyl]pyrrolo[3,4-c]pyrrole-3,6-diol
  参考文献：
  名称：

  新3,6-双（联苯）二酮吡咯并吡咯染料和颜料通过铃木-宫浦耦合

  摘要：

  通过在3,6-双（4-溴苯基）吡咯并[3,4- c ]吡咯-1,4（2H，5H）-上的Suzuki-Miyaura偶联制备了基于二酮吡咯并吡咯骨架的新型可溶性染料和不溶性有机颜料。 dione。在引入取代基之前，对酰胺官能团的Boc保护有利地用于溶解起始的二酮吡咯并吡咯。介绍了这些新型二酮吡咯并吡咯染料的吸收，荧光发射和光学特征。

  DOI：

  10.1016/j.dyepig.2012.11.011
• 作为产物：
  描述：

  4-溴苯腈 在 4-二甲氨基吡啶 、 iron(III) chloride 、 sodium 作用下， 以 四氢呋喃 、 2-甲基-2-丁醇 为溶剂， 反应 26.0h， 生成 di-tert-butyl 3,6-bis(4-bromophenyl)-1,4-dioxopyrrolo[3,4-c]pyrrole-2,5(1H,4H)-dicarboxylate
  参考文献：
  名称：

  新型可溶性二酮吡咯并吡咯型光敏剂的合成及荧光特性测定

  摘要：

  摘要 合成了以苯基二酮吡咯并吡咯（DPP）为主要受体基团，以吲哚为主要热基团的四种有机小分子，分别编码为DPP3（ab）和DPP4（ab），并研究了它们的光学/电化学性质。 . 480 nm 附近的强烈可见吸收带被分配给 DPP 主核，600 nm 附近的吸收带归因于富电子吲哚单元和吸电子 DPP 核在氯仿溶液中形成的电荷转移复合物。发现所有化合物在溶液中和薄膜上都具有荧光，发射波长在 500 到 700 nm 之间。还研究了这些染料的荧光衰减动力学测量。合成的化合物具有从 2.15 到 2.28 eV 的电化学能带隙。然后，

  DOI：

  10.1016/j.molstruc.2019.06.022

文献信息

• 신규한 화합물 및 이를 포함하는 유기 태양 전지
  申请人：LG CHEM, LTD. 주식회사 엘지화학(120010134563) Corp. No ▼ 110111-2207995BRN ▼107-81-98139

  公开号：KR20150085909A

  公开（公告）日：2015-07-27

  본 발명은 신규한 화합물 및 이를 포함하는 유기 태양 전지에 관한 것이다. 본 발명에 따른 신규한 화합물은 다양한 작용기들을 도입하여, 유기 태양 전지의 광활성층 재료로서 사용될 수 있다. 또한, 본 발명에 따른 유기 태양 전지는 용액 공정에 의하여 제조될 수 있고, 수소결합으로 인하여 강한 결합력을 갖는 결정성이 우수한 광활성층을 포함할 수 있다. 이에 따라, 본 발명에 따른 유기 태양 전지는 구동전압, 전류, 수명 등에서 우수한 특성을 나타낼 수 있다.

  This invention relates to novel compounds and organic solar cells containing them. The novel compounds according to the invention can be used as active layer materials for organic solar cells by introducing various functional groups. In addition, organic solar cells according to the invention can be manufactured by solution processes and may include a crystalline active layer with strong binding properties due to hydrogen bonding. Therefore, organic solar cells according to the invention can exhibit excellent characteristics in terms of operating voltage, current, lifespan, etc.
• A Diketopyrrolopyrrole‐Based Colorimetric and Fluorescent Probe for Cyanide Detection
  作者：Young‐Hwan Jeong、Chi‐Hwa Lee、Woo‐Dong Jang

  DOI：10.1002/asia.201101038

  日期：2012.7

  Red means CN: A new type of diketopyrrolopyrrole‐based chromophore has been synthesized as a colorimetric and fluorescent probe for the detection of cyanide using only two reaction steps. Through the addition of cyanide to the chromophore, the fluorescence emission and color were greatly changed in a highly sensitive and selective manner.

  红色表示CN：一种新型的基于二酮吡咯并吡咯的生色团已被合成为比色和荧光探针，仅需两个反应步骤即可检测氰化物。通过向生色团中添加氰化物，荧光的发射和颜色以高度灵敏和选择性的方式发生了很大的变化。
• Patternable Conjugated Polymers with Latent Hydrogen-Bonding on the Main Chain
  作者：Kun Yang、Tianda He、Xiaoyi Chen、Stephen Z. D. Cheng、Yu Zhu

  DOI：10.1021/ma501960t

  日期：2014.12.23

  Conjugated polymers with latent hydrogen-bonding on the main chain were synthesized using Suzuki coupling reaction. The resulting polymers with latent hydrogen-bonding can be converted to the actual hydrogen-bonded polymers by thermal annealing or UV irradiation. As the hydrogen-bonding sites are fused with p-conjugated units on the polymer backbone, the intermolecular interactions between the polymer chains will be strongly enhanced when the hydrogen-bonds are formed. By removing the protection group and forming hydrogen-bonding, the polymers exhibited a bathochromic shift over those with latent hydrogen-bonding, indicating a hydrogen-bonding-mediated enhancement of pp stacking. In addition, the fused hydrogen-bond sites and p-conjugated units led to closely packed polymer chains, resulting in insoluble pigment-like polymers. This drastic solubility change from polymers with latent hydrogen-bonding to hydrogen-bonded polymers can be used to pattern conjugated polymers directly. The photolithography of the conjugated polymer with latent hydrogen-bonding was demonstrated, and the patterned electrochromic devices were fabricated and tested.
• Synthesis and determination of fluorescence properties of new soluble diketopyrrolopyrrole type photosensitizers
  作者：Sevil türkçen、Haluk dinçalp、Gözde murat saltan

  DOI：10.1016/j.molstruc.2019.06.022

  日期：2019.11

  Abstract Four organic small molecules bearing phenyl diketopyrrolopyrrole (DPP) unit as the main acceptor group and indole as the main thermal group with soluble units, coded as DPP3(a-b) and DPP4(a-b), were synthesized and their optical/electrochemical properties were investigated. Intense visible absorption bands around 480 nm were assigned to the DPP main core, as well as bands around 600 nm were

  摘要 合成了以苯基二酮吡咯并吡咯（DPP）为主要受体基团，以吲哚为主要热基团的四种有机小分子，分别编码为DPP3（ab）和DPP4（ab），并研究了它们的光学/电化学性质。 . 480 nm 附近的强烈可见吸收带被分配给 DPP 主核，600 nm 附近的吸收带归因于富电子吲哚单元和吸电子 DPP 核在氯仿溶液中形成的电荷转移复合物。发现所有化合物在溶液中和薄膜上都具有荧光，发射波长在 500 到 700 nm 之间。还研究了这些染料的荧光衰减动力学测量。合成的化合物具有从 2.15 到 2.28 eV 的电化学能带隙。然后，
• New 3,6-bis(biphenyl)diketopyrrolopyrrole dyes and pigments via Suzuki–Miyaura coupling
  作者：Riccardo Beninatto、Giuseppe Borsato、Ottorino De Lucchi、Fabrizio Fabris、Vittorio Lucchini、Elisabetta Zendri

  DOI：10.1016/j.dyepig.2012.11.011

  日期：2013.3

  New soluble dyes and insoluble organic pigments based on the diketopyrrolopyrrole skeleton have been prepared via Suzuki–Miyaura coupling on 3,6-bis(4-bromophenyl)pyrrolo[3,4-c]pyrrole-1,4(2H,5H)-dione. Boc protection of the amidic functions was advantageously used to solubilize the starting diketopyrrolopyrrole prior to the introduction of substituents. Absorption, fluorescence emission and optical

  通过在3,6-双（4-溴苯基）吡咯并[3,4- c ]吡咯-1,4（2H，5H）-上的Suzuki-Miyaura偶联制备了基于二酮吡咯并吡咯骨架的新型可溶性染料和不溶性有机颜料。 dione。在引入取代基之前，对酰胺官能团的Boc保护有利地用于溶解起始的二酮吡咯并吡咯。介绍了这些新型二酮吡咯并吡咯染料的吸收，荧光发射和光学特征。