An oxidation-induced fluorescence turn-on approach for non-luminescent flexible polyimide films

Zhou, Zhuxin; Huang, Wenxiu; Long, Yubo; Chen, Youquan; Yu, Qiaoxi; Zhang, Yi; Liu, Siwei; Chi, Zhenguo; Chen, Xudong; Xu, Jiarui

doi:10.1039/c7tc01894k

Cited by 21 publications

(9 citation statements)

References 33 publications

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“…The introduction of TBDPS groups in PI side chains is especially important in the regeneration of fluorescent performance in Si–PI films, because it changes the electronic structure along the Si–PI backbone by turning an electron donor (OH) into a bulky group (TBDPS). 32 The significant emission intensity of three modified Si–PIs makes them suitable candidates for optical devices and film-based fluorescent sensors for the selective detection of fluoride ion. 33 …”

Section: Resultsmentioning

confidence: 99%

Simultaneously Improving the Optical, Dielectric, and Solubility Properties of Fluorene-Based Polyimide with Silyl Ether Side Groups

Liu

Zhao

2022

ACS Omega

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Three fluorene-based polyimides with silyl ether groups (Si–PIs) were successfully synthesized by a simple and efficient silicon etherification reaction of hydroxyl-containing polyimides (OH–PIs) and tert -butylchlorodiphenylsilane (TBDPSCl), and their structures were confirmed by 1 H NMR and IR spectra. The bulky nonpolar tert -butyldiphenylsilyl (TBDPS) side groups in the modified PI unit instead of the strong electron donor −OH group is conducive to decreasing electronic conjugation and charge transfer (CT) interaction along the PI chain. Accordingly, the optical, dielectric, and solubility properties of the modified Si–PI films are simultaneously improved compared with the precursor OH–PI films. The modified Si–PI films demonstrate a meaningful enhancement in the transmittances at a wavelength of 400 nm ( T 400 ) to 74–81% from 42 to 55% of OH–PI films and the regeneration of fluorescence characteristics. The dielectric constant and loss of Si–PI films are also obviously reduced to 2.63–2.75 and 0.0024–0.0091 at 1 kHz from 4.19 to 4.78 and 0.0173–0.0295 of OH–PI films, respectively, due to substituted with the bulky nonpolar TBDPS groups to increase the free volume and hydrophobicity of Si–PI films. The solubility of Si–PIs in low- or nonpolar solvents (such as CHCl 3 , CH 2 Cl 2 , acetone, and toluene) is significantly improved. Furthermore, Si–PI films still maintain relatively good thermal properties with the 5% weight loss temperature ( T 5% ) in the range 470–491 °C under a nitrogen atmosphere and the glass transition temperature ( T g ) in the range 245–308 °C.

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Section: Resultsmentioning

confidence: 99%

Simultaneously Improving the Optical, Dielectric, and Solubility Properties of Fluorene-Based Polyimide with Silyl Ether Side Groups

Liu

Zhao

2022

ACS Omega

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“…In general, the two carbonyl groups on the imide ring of a polyimide structure serve as electron withdrawers, while the amine moiety is an electron donor. A strong charge transfer (CT) effect forms along the polymer backbone (intramolecular CT interactions) or between polymer chains (intermolecular CT interactions). − This CT effect quenches the luminophores of the polyimide, resulting in a low PLQY . The aromatic polyimides p ( m )6FPI and p ( m )ODPI exactly show such a fluorescent quenching effect.…”

Section: Resultsmentioning

confidence: 99%

Preserving High-Efficiency Luminescence Characteristics of an Aggregation-Induced Emission-Active Fluorophore in Thermostable Amorphous Polymers

Zhou

Long

Chen

et al. 2020

ACS Appl. Mater. Interfaces

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Luminophores usually suffer from luminescent quenching when introduced into a polymer backbone or side chain, which leads to the inefficient luminescence or even no luminescence of the polymer. In this work, alicyclic imide rings were found to be capable of balancing the donor–acceptor properties between the rigid spacer and the aggregation-induced emission-active fluorophore in light-emitting polymers. Along with the nonplanar and rigid emitter, the suppressed intramolecular charge-transfer effect and interchain disturbance can efficiently preserve the luminescence characteristics of the active center, resulting in high solid-state photoluminescence quantum yields of up to 89%. The amorphous polyimides exhibit excellent thermal properties, such as high glass transition temperature (T g) values (398 °C) and high thermal decomposition temperature (T d) values (538 °C). As far as we know, these luminescent polymer materials are of excellent heat resistance with the highest luminescence efficiency reported. The results have significant impact for the precise prediction of the optical properties of light-emitting polymers by appropriate monomer design, providing controllable ways for synthesizing high thermal stability polymeric materials with efficient fluorescence properties.

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“…Simultaneously these approaches could also improve the processability of PIs, but inevitably accompanying with the thermostability of PIs decreasing and the CTE or synthetic cost increasing. 7–15…”

Section: Introductionmentioning

confidence: 99%

Optically Transparent and Thermal‐Stable Polyimide Films Derived from a Semi‐Aliphatic Diamine: Synthesis and Properties

Chen

et al. 2020

Macro Chemistry & Physics

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A novel semi‐aliphatic diamine with bulky cyclohexyl and ortho‐substituted tertiary butyl groups (4,4'‐(cyclohexylmethylene)bis(2‐(tert‐butyl)aniline), CHMBTBA) is synthesized via Mannich and rearrangement reactions of cyclohexanecarboxaldehyde and 2‐tert‐butylaniline. Afterward, several semi‐aliphatic polyimides are prepared by the high‐temperature one‐pot polymerization of CHMBTBA with various aromatic dianhydrides respectively. The resulting PIs exhibit outstanding solubility in common organic solvents (i.e., trichloromethane, etc.) and are easily processed into light color or colorless transparent films (thickness: 25 ± 1 µm) by the blade coating of polymer solution. The transmittance of all resulting films is above 86% in the visible light region (400–760 nm). Their glass transition temperatures exceed 310 °C and reach even to 374 °C (by differential scanning calorimetry). They also display low water absorption (0.29–0.87%) and good mechanical properties (tensile strength: 50.9–87.7 MPa, Young's modulus: 2.0‐2.5 GPa, elongation at break: 3.8–7.6%). Thus, they are promising potential candidates for flexible display substrates.

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An oxidation-induced fluorescence turn-on approach for non-luminescent flexible polyimide films

Abstract: To develop stimuli-responsive polymers with highly comprehensive properties, sulfide-containing polyimides with relatively simple structures were designed and synthesized.

Cited by 21 publications

References 33 publications

Simultaneously Improving the Optical, Dielectric, and Solubility Properties of Fluorene-Based Polyimide with Silyl Ether Side Groups

Simultaneously Improving the Optical, Dielectric, and Solubility Properties of Fluorene-Based Polyimide with Silyl Ether Side Groups

Preserving High-Efficiency Luminescence Characteristics of an Aggregation-Induced Emission-Active Fluorophore in Thermostable Amorphous Polymers

Optically Transparent and Thermal‐Stable Polyimide Films Derived from a Semi‐Aliphatic Diamine: Synthesis and Properties

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