Fast photobleachable and low migration one-component green indole visible photoinitiators

Gong, Shang; Hou, Jing; Wu, Xiang; Huang, Miluo; Wei, Tong; Deng, Shuang; Xiong, Ying; Tang, Hongding

doi:10.1016/j.cej.2023.146904

Cited by 8 publications

(2 citation statements)

References 42 publications

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“…(b) Electronic transition of S 0 → S 1 and Frontier molecular orbits for IRT + (isovalue = 0.03). (c) Hole and electron analysis of S 0 → S 1 excitation for IRT + (hole refers to the source of electron, and electron refers to the destination of electron during excitation) . (d) Group contributions to the S 0 → S 1 transition of IRT + .…”

Section: Results and Discussionmentioning

confidence: 99%

“…However, UV-type PI and PIS have faced limitations due to drawbacks of UV sources such as high energy consumption, short lifetime, and release of ozone. ,,− In comparison, the PI and PIS of visible and NIR types have shown a tendency to replace UV types due to the specific characteristics offered by visible and NIR light sources. For instance, visible light sources, mainly light-emitting diodes (LED), offer advantages such as longer lifetime, lower energy consumption, and zero ozone release. − Similarly, NIR light sources also possess distinctive traits such as exceptional penetration, human safety, and extra heat. , Therefore, NIR PIS have gained significant attention in recent years, and the current reports mainly focus on those based on the NIR dyes ,− and upconversion nanoparticles (UCNPs). ,− In summary, it is necessary to research novel PI and PIS activated by visible or NIR light sources as traditional UV type have limited absorption in the visible light range, let alone NIR.…”

Section: Introductionmentioning

confidence: 99%

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Penta-Methine Cyanine IRTs: Enabling NIR or Visible Photoinduced Polymerization of Acrylate and Thiol–Ene for Preparation of Polychromatic and Color-Changing Polymers

He,

Shao,

Pang

et al. 2024

Macromolecules

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We first-ever investigated the near-infrared (NIR) cyanine dyes IRTs (IRT and IRTB), combined with iodonium salts (Iod), as new broad-absorbing photoinitiating systems (PISs), for initiating acrylate and thiol−ene photopolymerization under 808 nm laser and 630 and 450 nm light-emitting diode irradiation. The polymerization kinetics confirmed efficient initiation by IRTs/Iod systems under three light sources, and light plays a dominant role in driving the polymerization. The potential photolysis mechanisms of IRTs/Iod systems were explored. Furthermore, the acid−baseinduced color-changing properties of IRT were investigated for the first time. In addition, based on the NIR absorption and colorchanging properties of IRT, we successfully synthesized polychromatic polymers containing colored fillers and color-changing polymers using NIR photopolymerization. This research offers a feasible approach for developing broad-absorbing PISs and presents effective strategies for fabricating polychromatic polymers and color-changing polymers upon acid−base control using photopolymerization.

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Section: Results and Discussionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Penta-Methine Cyanine IRTs: Enabling NIR or Visible Photoinduced Polymerization of Acrylate and Thiol–Ene for Preparation of Polychromatic and Color-Changing Polymers

He,

Shao,

Pang

et al. 2024

Macromolecules

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Red‐Light Triggered H‐Abstraction Photoinitiators for the Efficient Oxygen‐Independent Therapy of Hypoxic Tumors

Han,

Zhou,

Wang

et al. 2024

Angewandte Chemie

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The clinical application of photodynamic therapy (PDT) is limited by oxygen‐dependence and side effects caused by photosensitizer residues. Photoinitiators based on the H‐abstraction reaction can address these challenges because they can generate alkyl radical‐killing cells independently of oxygen and undergo rapid bleaching following H‐abstraction. Nonetheless, the development of photoinitiators for PDT has been impeded by the absence of effective design strategies. Herein, we have developed aryl‐ketone substituted cyanine (ACy‐R), the first red‐light triggered H‐abstraction photoinitiators for hypoxic cancer therapy. These ACy‐R molecules inherited the near‐infrared absorption of cyanine dye, and aryl‐ketone modification imparted H‐abstraction capability. Experimental and quantum calculations revealed that modifying the electron‐withdrawing groups of the aryl (e.g., ACy‐5F) improved the contribution of the O atom to the photon excitation process promoting intersystem crossing and H‐abstraction ability. Particularly, ACy‐5F rapidly penetrated cells and enriched in the endoplasmic reticulum. Even under severe hypoxia, ACy‐5F initiated red‐light induced H‐abstraction with intracellular biomolecules, inducing necroptosis and ferroptosis. Moreover, ACy‐5F was degraded after H‐abstraction, thus avoiding the side effects of long‐term phototoxicity after therapy. This study not only provides a crucial molecular tool for hypoxic tumors therapy, but also presents a promising strategy for the development of multifunctional photosensitizers and photoinitiators.

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Hydrogen self-supplying initiators excited by visible light for the fabrication of transparent films

Pan,

Liu,

Qiao

et al. 2024

Sci. China Chem.

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Fast photobleachable and low migration one-component green indole visible photoinitiators

Cited by 8 publications

References 42 publications

Penta-Methine Cyanine IRTs: Enabling NIR or Visible Photoinduced Polymerization of Acrylate and Thiol–Ene for Preparation of Polychromatic and Color-Changing Polymers

Penta-Methine Cyanine IRTs: Enabling NIR or Visible Photoinduced Polymerization of Acrylate and Thiol–Ene for Preparation of Polychromatic and Color-Changing Polymers

Red‐Light Triggered H‐Abstraction Photoinitiators for the Efficient Oxygen‐Independent Therapy of Hypoxic Tumors

Hydrogen self-supplying initiators excited by visible light for the fabrication of transparent films

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