• 文献检索
  • 文档翻译
  • 深度研究
  • 学术资讯
  • Suppr Zotero 插件Zotero 插件
  • 邀请有礼
  • 套餐&价格
  • 历史记录
应用&插件
Suppr Zotero 插件Zotero 插件浏览器插件Mac 客户端Windows 客户端微信小程序
定价
高级版会员购买积分包购买API积分包
服务
文献检索文档翻译深度研究API 文档MCP 服务
关于我们
关于 Suppr公司介绍联系我们用户协议隐私条款
关注我们

Suppr 超能文献

核心技术专利:CN118964589B侵权必究
粤ICP备2023148730 号-1Suppr @ 2026

文献检索

告别复杂PubMed语法,用中文像聊天一样搜索,搜遍4000万医学文献。AI智能推荐,让科研检索更轻松。

立即免费搜索

文件翻译

保留排版,准确专业,支持PDF/Word/PPT等文件格式,支持 12+语言互译。

免费翻译文档

深度研究

AI帮你快速写综述,25分钟生成高质量综述,智能提取关键信息,辅助科研写作。

立即免费体验

含9-苯基-9H-咔唑部分的D-π-A型嘧啶染料的合成、光物理及氧化还原性质

Synthesis, Photophysical and Redox Properties of the D-π-A Type Pyrimidine Dyes Bearing the 9-Phenyl-9H-Carbazole Moiety.

作者信息

Verbitskiy Egor V, Schepochkin Aleksandr V, Makarova Nadezhda I, Dorogan Igor V, Metelitsa Anatoly V, Minkin Vladimir I, Kozyukhin Sergey A, Emets Victor V, Grindberg Vitaly A, Chupakhin Oleg N, Rusinov Gennady L, Charushin Valery N

机构信息

I. Postovsky Institute of Organic Synthesis, Ural Branch of the Russian Academy of Sciences, S. Kovalevskoy Str., 22, Ekaterinburg, 620137, Russia,

出版信息

J Fluoresc. 2015 May;25(3):763-75. doi: 10.1007/s10895-015-1565-6. Epub 2015 Mar 31.

DOI:10.1007/s10895-015-1565-6
PMID:25822191
Abstract

Novel donor-π-acceptor dyes bearing the pyrimidine unit as an electron-withdrawing group have been synthesized by using combination of two processes, based on the microwave-assisted Suzuki cross-coupling reaction and nucleophilic aromatic substitution of hydrogen. Spectral properties of the obtained dyes in six aprotic solvents of various polarities have been studied by ultraviolet-visible and fluorescence spectroscopy. In contrast to the absorption spectra, fluorescence emission spectra displayed a strong dependence from their solvent polarities. The nature of the observed long wavelength maxima has been elucidated by means of quantum chemical calculations. The electrochemical properties of these dyes have been investigated by using cyclic voltammetry, while their photovoltaic performance was evaluated by a device fabrication study. The experimental and calculation data show that all of the dyes can be regarded as potentially good photosensitizers for dye-sensitized solar cells.

摘要

通过微波辅助铃木交叉偶联反应和亲核芳香氢取代两种方法相结合,合成了以嘧啶单元作为吸电子基团的新型供体-π-受体染料。利用紫外可见光谱和荧光光谱研究了所得染料在六种不同极性非质子溶剂中的光谱性质。与吸收光谱不同,荧光发射光谱对溶剂极性表现出强烈依赖性。通过量子化学计算阐明了观察到的长波长最大值的性质。利用循环伏安法研究了这些染料的电化学性质,同时通过器件制备研究评估了它们的光伏性能。实验和计算数据表明,所有这些染料都可被视为染料敏化太阳能电池潜在的良好光敏剂。

相似文献

1
Synthesis, Photophysical and Redox Properties of the D-π-A Type Pyrimidine Dyes Bearing the 9-Phenyl-9H-Carbazole Moiety.含9-苯基-9H-咔唑部分的D-π-A型嘧啶染料的合成、光物理及氧化还原性质
J Fluoresc. 2015 May;25(3):763-75. doi: 10.1007/s10895-015-1565-6. Epub 2015 Mar 31.
2
Photovoltaic performance of dye-sensitized solar cells based on donor-acceptor pi-conjugated benzofuro[2,3-c]oxazolo[4,5-a]carbazole-type fluorescent dyes with a carboxyl group at different positions of the chromophore skeleton.基于发色团骨架不同位置带有羧基的给体-受体π共轭苯并呋喃[2,3-c]恶唑并[4,5-a]咔唑型荧光染料的染料敏化太阳能电池的光伏性能。
Org Biomol Chem. 2007 Jul 7;5(13):2046-54. doi: 10.1039/b705694j. Epub 2007 May 25.
3
Benzo[a]carbazole-Based Donor-π-Acceptor Type Organic Dyes for Highly Efficient Dye-Sensitized Solar Cells.用于高效染料敏化太阳能电池的基于苯并[a]咔唑的供体-π-受体型有机染料
ACS Appl Mater Interfaces. 2015 May 6;7(17):9015-22. doi: 10.1021/am508400a. Epub 2015 Apr 23.
4
Synthesis and fluorescence and electrochemical properties of D-pi-A structural isomers of benzofuro[2,3-c]oxazolo[4,5-a]carbazole-type and benzofuro[2,3-c]oxazolo[5,4-a]carbazole-type fluorescent dyes.苯并呋喃[2,3-c]恶唑并[4,5-a]咔唑型和苯并呋喃[2,3-c]恶唑并[5,4-a]咔唑型荧光染料的 D-pi-A 结构异构体的合成及荧光和电化学性质。
Org Biomol Chem. 2010 Jun 21;8(12):2756-70. doi: 10.1039/c003526b. Epub 2010 Apr 29.
5
Synthesis, photophysical and electrochemical properties of two novel carbazole-based dye molecules.两种新型咔唑基染料分子的合成、光物理和电化学性质
Spectrochim Acta A Mol Biomol Spectrosc. 2015 Jan 25;135:379-85. doi: 10.1016/j.saa.2014.06.159. Epub 2014 Jul 17.
6
Synthesis, photophysical and electrochemical properties of pyridine, pyrazine and triazine-based (D-π-)A fluorescent dyes.吡啶、吡嗪和三嗪基(D-π-A)荧光染料的合成、光物理和电化学性质
Beilstein J Org Chem. 2019 Jul 22;15:1712-1721. doi: 10.3762/bjoc.15.167. eCollection 2019.
7
Carbazole-dendrimer-based donor-π-acceptor type organic dyes for dye-sensitized solar cells: effect of the size of the carbazole dendritic donor.用于染料敏化太阳能电池的基于咔唑树枝状大分子的供体-π-受体型有机染料:咔唑树枝状供体尺寸的影响
ACS Appl Mater Interfaces. 2014 Jun 11;6(11):8212-22. doi: 10.1021/am500947k. Epub 2014 May 30.
8
Synthesis and characterization of organic dyes with various electron-accepting substituents for p-type dye-sensitized solar cells.用于p型染料敏化太阳能电池的带有各种吸电子取代基的有机染料的合成与表征。
Chem Asian J. 2014 Nov;9(11):3251-63. doi: 10.1002/asia.201402654. Epub 2014 Sep 18.
9
Rapid Synthesis of D-A'-π-A Dyes through a One-Pot Three-Component Suzuki-Miyaura Coupling and an Evaluation of their Photovoltaic Properties for Use in Dye-Sensitized Solar Cells.通过一锅三组分铃木-宫浦偶联快速合成D-A'-π-A染料及其在染料敏化太阳能电池中的光伏性能评估
Chemistry. 2016 Feb 12;22(7):2507-14. doi: 10.1002/chem.201504277. Epub 2016 Jan 19.
10
2,7-Diaminofluorene-based organic dyes for dye-sensitized solar cells: effect of auxiliary donor on optical and electrochemical properties.基于 2,7-二氨基芴的有机染料用于染料敏化太阳能电池:辅助给体对光学和电化学性质的影响。
J Org Chem. 2011 Jun 17;76(12):4910-20. doi: 10.1021/jo200501b. Epub 2011 May 17.

引用本文的文献

1
Governing the emissive properties of 4-aminobiphenyl-2-pyrimidine push-pull systems via the restricted torsion of N,N-disubstituted amino groups.通过N,N-二取代氨基的受限扭转来调控4-氨基联苯-2-嘧啶推拉体系的发射特性。
Front Chem. 2023 Nov 10;11:1292541. doi: 10.3389/fchem.2023.1292541. eCollection 2023.

本文引用的文献

1
Synthesis, photophysics and nonlinear optical properties of stilbenoid pyrimidine-based dyes bearing methylenepyran donor groups.具有亚甲基吡喃给体基团的二苯乙烯嘧啶基染料的合成、光物理和非线性光学性质。
Chemphyschem. 2013 Aug 26;14(12):2725-36. doi: 10.1002/cphc.201300419. Epub 2013 Jul 2.
2
Zinc porphyrins with a pyridine-ring-anchoring group for dye-sensitized solar cells.具有吡啶环锚定基团的锌卟啉用于染料敏化太阳能电池。
Chem Asian J. 2013 May;8(5):956-62. doi: 10.1002/asia.201201136. Epub 2013 Feb 19.
3
Dye-sensitized solar cells based on D-π-A fluorescent dyes with two pyridyl groups as an electron-withdrawing-injecting anchoring group.
基于具有两个吡啶基作为电子受主注入锚定基团的 D-π-A 荧光染料的染料敏化太阳能电池。
Chem Commun (Camb). 2013 Mar 28;49(25):2548-50. doi: 10.1039/c3cc40498f.
4
Photophysical and electrochemical properties, and molecular structures of organic dyes for dye-sensitized solar cells.用于染料敏化太阳能电池的有机染料的光物理和电化学性质以及分子结构。
Chemphyschem. 2012 Dec 21;13(18):4032-80. doi: 10.1002/cphc.201200218. Epub 2012 Jul 16.
5
Organelle-specific detection of phosphatase activities with two-photon fluorogenic probes in cells and tissues.细胞器特异性检测细胞和组织中磷酸酶活性的双光子荧光探针。
J Am Chem Soc. 2012 Jul 25;134(29):12157-67. doi: 10.1021/ja3036256. Epub 2012 Jul 10.
6
Synthesis and photophysical investigation of a series of push-pull arylvinyldiazine chromophores.一系列推-拉芳基乙烯二嗪生色团的合成与光物理研究。
J Org Chem. 2012 Apr 20;77(8):4087-96. doi: 10.1021/jo3004919. Epub 2012 Apr 10.
7
Dye-sensitized solar cells based on donor-π-acceptor fluorescent dyes with a pyridine ring as an electron-withdrawing-injecting anchoring group.基于具有吡啶环作为电子受主注入锚定基团的给体-π-受体荧光染料的染料敏化太阳能电池。
Chemistry. 2011 Dec 23;17(52):14837-43. doi: 10.1002/chem.201101923. Epub 2011 Nov 22.
8
Dye-sensitized solar cells based on donor-acceptor π-conjugated fluorescent dyes with a pyridine ring as an electron-withdrawing anchoring group.基于以吡啶环作为吸电子锚定基团的给体-受体π共轭荧光染料的染料敏化太阳能电池。
Angew Chem Int Ed Engl. 2011 Aug 1;50(32):7429-33. doi: 10.1002/anie.201102552. Epub 2011 Jun 29.
9
4-Arylvinyl-2,6-di(pyridin-2-yl)pyrimidines: synthesis and optical properties.4-芳基乙烯基-2,6-二(吡啶-2-基)嘧啶:合成与光学性质。
J Org Chem. 2011 May 20;76(10):3837-45. doi: 10.1021/jo200204u. Epub 2011 Apr 15.
10
What is solvatochromism?什么是溶剂变色现象?
J Phys Chem B. 2010 Dec 30;114(51):17128-35. doi: 10.1021/jp1097487. Epub 2010 Dec 3.