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Reaction Chemistry & Engineering · 2025 · IF 3.1

Synthesis and properties of ionic photoproduction of acid generators based on iodonium salts

Rihong Liu,Baicheng Feng,Fanuan Yu,Huifen Xin,Rong Qu,Yan Jin

This paper presents the design and synthesis of nine ionic photogenerating acid generators (PAGs) based on iodonium salts. The compounds were characterized using 1H NMR, 13C NMR, 19F NMR and UV, the structures and properties of 9 PAGs molecules were determined. The maximum ultraviolet absorption wavelength of each PAGs is in the range of 200-250nm, with a wide absorption domain, making it highly applicable. In addition, Using the uneven discoloration of Rhodamine B (RB) in the presence of acid, the acid production efficiency of 9 PAGs under 254nm ultraviolet irradiation was quantitatively measured in acetonitrile. It was found that all 9 PAGs underwent I-C cleavage and generated specific acids and other photolysis products. The mechanism for the heteroclitic cleavage of the I-C bond to generate acid was backed by calculations using time-dependent density functional theory (TD-DFT).

CAS / MDL: 75-05-8
研究领域: 化学 · 材料科学 · 光化学
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DYES AND PIGMENTS · 2024 · IF 4.1

Capsanthin-iodonium salt system for free radical photopolymerization under LED irradiation

Jun Li,Xinyu Wu,Yue Chen,Junqian Deng,Hongping Yuan,Hailan Lian,Changlei Xia

The current photoinitiator (PI) is effective under mercury lamps but exhibits limited selectivity towards different radiation sources, which hinders its compatibility with eco-friendly LED lighting and raises concerns about toxicity and deep coloration. Capsanthin (Cap), with its strong photo-absorption in the 400–500 nm range, utilizes its conjugated structure to align the PI's absorption wavelength with the LED's emission spectrum . This study introduced Cap as a natural photosensitizer (PS) for free radical photopolymerization under LED irradiation. The Cap-based initiation system demonstrated promising photoinitiating capabilities under a 405 nm LED , achieving over 50 % double bond conversion in polymerized monomers . Furthermore, the system's photobleaching properties were exceptional, and its cytotoxicity was significantly lower than that of traditional PIs, such as benzoin methyl ether. The Cap's photochemical behavior under LED irradiation was explored, investigating its photoinitiating capacity and mechanism through fluorescence, photolysis, and electron paramagnetic resonance techniques. This research is vital for developing bio-based photoinitiating systems for photopolymerization in LED light environments.

研究领域: 高分子科学 · 材料科学 · 光化学 · 环境科学 · 生物技术
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FIBERS AND POLYMERS · 2017 ·Vol. 18 ·期 9 ·1644-1651 · IF 1.113

Different photoinitiating ability and photobleaching efficiency of erythrosine B derivatives in radical/cationic photopolymerization

Nan Xuying,Huang Yi,Fan Qinguo,Shao Jianzhong,Yao Yuhua

A series of erythrosine B derivatives with a linked coinitiator on different position, combined with iodonium salt and/or tertiary amine were used to initiate free radical/cationic photopolymerization. Their photoinitiating ability and photobleaching behaviors were investigated and compared with those of the systems containing separated counterparts. The polymerization results showed that compared to the systems containing separated counterparts, the systems containing derivatives with a linked coinitiator on carboxyl group exhibited higher photoinitiating ability in radical photopolymerization, but had poorer one in cationic polymerization. Simultaneously, in free radical/cationic polymerizations, these linked derivatives could be photobleached more efficiently than the separated one, due to fast intramolecular reaction, which was especially significant for the industrial application. Besides, it was found that the investigated systems were photobleached more efficiently in cationic photopolymerization than in radical one. These results will provide useful information for designing effective photoinitiators for different polymerization.

CAS / MDL: 13048-33-4
研究领域: 高分子科学 · 光化学 · 材料科学
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EUROPEAN POLYMER JOURNAL · 2023 · IF 6

Cationic porphyrin-based star-shaped polymers with photo-enhanced antibacterial activity by BIT-RDRP

Shusu Ren,Xiang Xu,Jiyuan Sun,Haitao Zhao,Weiwei He,Lifen Zhang,Zhenping Cheng

Antimicrobial resistance is still a major clinical challenge worldwide today and the development of novel antimicrobial agents with high antimicrobial activity and low bacterial resistance is of great importance. In this work, quaternized 2-(dimethylamino) ethylmethacrylates iodonium salt-type monomers with different lengths of pendent alkyl (qDMAEMA(C x ), x  = 3, 6 and 8) are synthesized for preparation of a series of cationic porphyrin-based star-shaped (co)polymers by photo-controlled bromine-iodine transformation reversible-deactivation radical polymerization (BIT-RDRP). Especially, qDMAEMA(C x ) not only acts as a monomer but also can be used as an intrinsic catalyst for the BIT-RDRP. In addition, effects of alkyl chain length (x), degree of polymerization and hydrophilic-hydrophobic balance ( H.L.B. ) on the antibacterial activity of the prepared (co)polymers are investigated. The resulting zinc ion coordinated copolymers [email protected] (qDMAEMA(C 8 ) 20 - co -PEGMA 35 ) (denoted as [email protected] ) exhibits good water solubility and is able to be absorbed effectively on the surfaces of bacteria, exhibiting excellent photodynamic inhibition activity against both S. aureus and E. coli under irradiation with 570 nm light source according to the coated plate experiments. The minimum bactericidal concentration (MBC) of [email protected] against S. aureus and E. coli are 1.5 and 2.0 μM, respectively, in the presence of light. Meanwhile, [email protected] shows quite low cytotoxicity and satisfying photolysis ability at working concentrations, displaying promising biological application prospects.

研究领域: 高分子化学 · 材料科学 · 生物医学工程 · 微生物学
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