• 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

基于荧光共振能量转移和激发态分子内质子转移的白光发光封端聚酰亚胺的合成与表征

Synthesis and Characterization of White-Light Luminescent End-Capped Polyimides Based on FRET and Excited State Intramolecular Proton Transfer.

作者信息

Tabuchi Atsuko, Hayakawa Teruaki, Kuwata Shigeki, Ishige Ryohei, Ando Shinji

机构信息

Department of Chemical Science & Engineering, Tokyo Institute of Technology, Ookayama 2-12-1, Meguro-ku, Tokyo 152-8552, Japan.

Department of Materials & Chemical Technology, Tokyo Institute of Technology, Ookayama 2-12-1, Meguro-ku, Tokyo 152-8552, Japan.

出版信息

Polymers (Basel). 2021 Nov 22;13(22):4050. doi: 10.3390/polym13224050.

DOI:10.3390/polym13224050
PMID:34833349
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC8621099/
Abstract

-cyclohexylphthalimide-substituted trifluoroacetylamino (CFCONH-) group (3TfAPI), which forms an intramolecular hydrogen bond, was synthesized, and it exhibited a bright yellow fluorescence owing to the excited-state intramolecular proton transfer (ESIPT) in the solution and crystalline states. In addition, CFCONH-substituted phthalic anhydride (3TfAPA) was synthesized, which was attached to the termini of a blue-fluorescent semi-aromatic polyimide (PI) chain. Owing to the efficient Förster resonance energy transfer (FRET) occurring from the main chain to the termini and the suppression of deprotonation (anion formation) at the 3TfAPA moiety by HSO doping, the resulting PI films display bright white fluorescence. Moreover, the enhancement of the chain rigidity by substituting the diamine moiety results in an increase in the quantum yield of white fluorescence () by a factor of 1.7, due to the suppression of local molecular motion. This material design strategy is promising for preparing thermally stable white-light fluorescent PIs applicable to solar spectral convertors, displays, and ICT devices.

摘要

合成了形成分子内氢键的 - 环己基邻苯二甲酰亚胺取代的三氟乙酰氨基(CFCONH-)基团(3TfAPI),它在溶液态和晶态下由于激发态分子内质子转移(ESIPT)而呈现亮黄色荧光。此外,合成了CFCONH取代的邻苯二甲酸酐(3TfAPA),并将其连接到蓝色荧光半芳香族聚酰亚胺(PI)链的末端。由于从主链到末端发生高效的福斯特共振能量转移(FRET)以及通过HSO掺杂抑制了3TfAPA部分的去质子化(阴离子形成),所得的PI薄膜呈现亮白色荧光。此外,通过取代二胺部分增强链刚性,由于抑制了局部分子运动,白色荧光的量子产率()提高了1.7倍。这种材料设计策略对于制备适用于太阳能光谱转换器、显示器和信息通信技术设备的热稳定白光荧光聚酰亚胺具有前景。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0e3a/8621099/b97fd60908fa/polymers-13-04050-g007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0e3a/8621099/14e89cfb8c6c/polymers-13-04050-sch001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0e3a/8621099/70eb43158ed7/polymers-13-04050-sch002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0e3a/8621099/d49f22b4fee8/polymers-13-04050-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0e3a/8621099/c1a021c8332c/polymers-13-04050-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0e3a/8621099/64ce30bb7fa9/polymers-13-04050-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0e3a/8621099/09e24c38ec41/polymers-13-04050-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0e3a/8621099/5c8275e48d94/polymers-13-04050-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0e3a/8621099/bdf93ec82ba0/polymers-13-04050-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0e3a/8621099/b97fd60908fa/polymers-13-04050-g007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0e3a/8621099/14e89cfb8c6c/polymers-13-04050-sch001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0e3a/8621099/70eb43158ed7/polymers-13-04050-sch002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0e3a/8621099/d49f22b4fee8/polymers-13-04050-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0e3a/8621099/c1a021c8332c/polymers-13-04050-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0e3a/8621099/64ce30bb7fa9/polymers-13-04050-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0e3a/8621099/09e24c38ec41/polymers-13-04050-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0e3a/8621099/5c8275e48d94/polymers-13-04050-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0e3a/8621099/bdf93ec82ba0/polymers-13-04050-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0e3a/8621099/b97fd60908fa/polymers-13-04050-g007.jpg

相似文献

1
Synthesis and Characterization of White-Light Luminescent End-Capped Polyimides Based on FRET and Excited State Intramolecular Proton Transfer.基于荧光共振能量转移和激发态分子内质子转移的白光发光封端聚酰亚胺的合成与表征
Polymers (Basel). 2021 Nov 22;13(22):4050. doi: 10.3390/polym13224050.
2
Ultrafast Spectroscopic Analysis of Pressure-Induced Variations of Excited-State Energy and Intramolecular Proton Transfer in Semi-Aliphatic Polyimide Films.超快光谱分析半芳族聚酰亚胺薄膜中压力诱导的激发态能量变化和分子内质子转移。
J Phys Chem B. 2021 Mar 11;125(9):2425-2434. doi: 10.1021/acs.jpcb.0c11500. Epub 2021 Feb 25.
3
White-Light Emission and Tunable Luminescence Colors of Polyimide Copolymers Based on FRET and Room-Temperature Phosphorescence.基于荧光共振能量转移和室温磷光的聚酰亚胺共聚物的白光发射及可调谐发光颜色
ACS Omega. 2020 Jun 11;5(24):14831-14841. doi: 10.1021/acsomega.0c01949. eCollection 2020 Jun 23.
4
Molecular design, synthesis, and properties of highly fluorescent polyimides.高度荧光聚酰亚胺的分子设计、合成与性能。
J Phys Chem B. 2009 Nov 19;113(46):15212-24. doi: 10.1021/jp9072922.
5
Fluorescence emissions of imide compounds and end-capped polyimides enhanced by intramolecular double hydrogen bonds.分子内双氢键增强酰亚胺化合物和封端聚酰亚胺的荧光发射。
Phys Chem Chem Phys. 2015 Nov 11;17(45):30659-69. doi: 10.1039/c5cp05055c.
6
Synthesized Blue Fluorescent Protein Analogue with Tunable Colors from Excited-State Intramolecular Proton Transfer through an N-H···N Hydrogen Bond.通过N-H···N氢键实现激发态分子内质子转移的具有可调颜色的合成蓝色荧光蛋白类似物。
J Phys Chem Lett. 2014 Jan 2;5(1):92-8. doi: 10.1021/jz402280w. Epub 2013 Dec 11.
7
De Novo Design of Excited-State Intramolecular Proton Transfer Emitters via a Thermally Activated Delayed Fluorescence Channel.通过热激活延迟荧光通道从头设计激发态分子内质子转移发射体
J Am Chem Soc. 2018 Jul 18;140(28):8877-8886. doi: 10.1021/jacs.8b04795. Epub 2018 Jul 9.
8
Tuning of excited-state intramolecular proton transfer (ESIPT) fluorescence of imidazo[1,2-a]pyridine in rigid matrices by substitution effect.通过取代效应调节咪唑并[1,2-a]吡啶在刚性基质中的激发态分子内质子转移(ESIPT)荧光。
J Org Chem. 2013 Mar 15;78(6):2482-9. doi: 10.1021/jo302711t. Epub 2013 Feb 13.
9
Amplified excited state intramolecular proton transfer fluorescence of butterfly-shaped bis-2,6-dibenzothiazolylphenol.蝴蝶形双-2,6-二苯并噻唑基苯酚的放大激发态分子内质子转移荧光。
Methods Appl Fluoresc. 2017 Jun 8;5(2):024013. doi: 10.1088/2050-6120/aa73b2.
10
Enhanced fluorescence of phthalimide compounds induced by the incorporation of electron-donating alicyclic amino groups.含脂环族供电子氨基的酞酰亚胺化合物的荧光增强效应。
Phys Chem Chem Phys. 2018 Jun 13;20(23):16033-16044. doi: 10.1039/c8cp01999a.

引用本文的文献

1
Large Stokes-Shifted Photoluminescence of Sulfur-Containing Imide Compounds and Polyimides Induced by Transient Conformational Changes upon Excitation.含硫酰亚胺化合物和聚酰亚胺激发时瞬态构象变化诱导的大斯托克斯位移光致发光
J Phys Chem B. 2025 May 1;129(17):4256-4268. doi: 10.1021/acs.jpcb.5c01444. Epub 2025 Apr 22.
2
Special Issue "State-of-the-Art Polymer Science and Technology in Japan (2021, 2022)".特刊“日本聚合物科学与技术的最新进展(2021年,2022年)”
Polymers (Basel). 2023 Jun 4;15(11):2576. doi: 10.3390/polym15112576.

本文引用的文献

1
A highly emissive AIE-active luminophore exhibiting deep-red to near-infrared piezochromism and high-quality lasing.一种具有深红色至近红外压致变色和高质量激光发射的高发射性聚集诱导发光(AIE)活性发光体。
Chem Sci. 2020 Apr 3;11(15):4007-4015. doi: 10.1039/d0sc01095b.
2
Ultrafast Spectroscopic Analysis of Pressure-Induced Variations of Excited-State Energy and Intramolecular Proton Transfer in Semi-Aliphatic Polyimide Films.超快光谱分析半芳族聚酰亚胺薄膜中压力诱导的激发态能量变化和分子内质子转移。
J Phys Chem B. 2021 Mar 11;125(9):2425-2434. doi: 10.1021/acs.jpcb.0c11500. Epub 2021 Feb 25.
3
White-Light Emission and Tunable Luminescence Colors of Polyimide Copolymers Based on FRET and Room-Temperature Phosphorescence.
基于荧光共振能量转移和室温磷光的聚酰亚胺共聚物的白光发射及可调谐发光颜色
ACS Omega. 2020 Jun 11;5(24):14831-14841. doi: 10.1021/acsomega.0c01949. eCollection 2020 Jun 23.
4
Preserving High-Efficiency Luminescence Characteristics of an Aggregation-Induced Emission-Active Fluorophore in Thermostable Amorphous Polymers.在热稳定非晶态聚合物中保留聚集诱导发光活性荧光团的高效发光特性
ACS Appl Mater Interfaces. 2020 Jul 29;12(30):34198-34207. doi: 10.1021/acsami.0c08480. Epub 2020 Jul 19.
5
Synthesis of Novel Hyperbranched Polybenzo-Bisthiazole Amide with Donor⁻Acceptor (D-A) Architecture, High Fluorescent Quantum Yield and Large Stokes Shift.具有供体-受体(D-A)结构、高荧光量子产率和大斯托克斯位移的新型超支化聚苯并双噻唑酰胺的合成
Polymers (Basel). 2017 Jul 25;9(8):304. doi: 10.3390/polym9080304.
6
Energy Transfer in Dendritic Systems Having Pyrene Peripheral Groups as Donors and Different Acceptor Groups.以芘外围基团作为供体和不同受体基团的树枝状体系中的能量转移。
Polymers (Basel). 2018 Sep 25;10(10):1062. doi: 10.3390/polym10101062.
7
White-light generation from all-solution-processed OLEDs using a benzothiazole-salophen derivative reactive to the ESIPT process.基于 ESIPT 过程的反应型苯并噻唑-席夫碱衍生物的全溶液处理 OLED 白光发射。
Phys Chem Chem Phys. 2019 Jan 21;21(3):1172-1182. doi: 10.1039/c8cp06485g. Epub 2018 Dec 7.
8
Pressure-Induced Variations of Aggregation Structures in Colorless and Transparent Polyimide Films Analyzed by Optical Microscopy, UV-Vis Absorption, and Fluorescence Spectroscopy.通过光学显微镜、紫外可见吸收光谱和荧光光谱分析无色透明聚酰亚胺薄膜中压力诱导的聚集结构变化
J Phys Chem B. 2018 Sep 27;122(38):8985-8997. doi: 10.1021/acs.jpcb.8b06423. Epub 2018 Sep 12.
9
Single-Phase White-Light-Emitting and Photoluminescent Color-Tuning Coordination Assemblies.单相白色发光和光致发光颜色调谐配位组装体
Chem Rev. 2018 Sep 26;118(18):8889-8935. doi: 10.1021/acs.chemrev.8b00222. Epub 2018 Aug 21.
10
Enhanced fluorescence of phthalimide compounds induced by the incorporation of electron-donating alicyclic amino groups.含脂环族供电子氨基的酞酰亚胺化合物的荧光增强效应。
Phys Chem Chem Phys. 2018 Jun 13;20(23):16033-16044. doi: 10.1039/c8cp01999a.