Poly(phenylenevinylene)s as Sensitizers for Visible Light Induced Cationic Polymerization

Erdur, Semih; Yılmaz, Görkem; Colak, Demet Goen; Cianga, Ioan; Yaǧcı, Yusuf

doi:10.1021/ma5019457

Cited by 46 publications

(30 citation statements)

References 192 publications

(158 reference statements)

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“…The procedure has been presented in detail in ref. [3]. The free energy change DG for an electron transfer between photoinitiators and Iod (or R-Cl) can be calculated from the classical Rehm-Weller equation:…”

Section: Redox Potentialsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

“…The development of new photoinitiators (PI) has been being a subject of tremendous interest due to the vital role of PIs in photopolymerization reactions and the different particular requirements of industrial applications. [1][2][3][4][5][6][7][8][9][10][11] Type II PIs including benzophenones, thioxanthones, camphoquinones, benzils, or quinines etc. can initiate a free radical photopolymerization (FRP) when used with co-initiators such as amines, germanes, alcohols, ethers and thiols etc.. [12][13][14][15] However, most of the conventional hydrogen-abstraction operating PIs suffer from several disadvantages including requirement of hydrogen donor, poor sensitivity in the visible range and low solubility in monomers.…”

Section: Introductionmentioning

confidence: 99%

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Naphthalimide‐Tertiary Amine Derivatives as Blue‐Light‐Sensitive Photoinitiators

et al. 2018

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The photochemical mechanism of the radical generation from photoinitiating systems based on 1, 8‐naphthalimide derivatives (ANDs; with tertiary amine moieties) are investigated by using various approaches including cyclic voltammetry, steady‐state photolysis, and electron spin resonance spin‐trapping techniques. It reveals that radicals can be produced from ANDs alone or ANDs/additive (e. g. iodonium salt or chloro triazine) combinations. The generated radicals and cations can initiate both free‐radical and cationic photopolymerization reactions under irradiation with various light‐emitting diodes or a halogen lamp. For most of the AND‐based photoinitiating systems, more than 60 % of acrylate or epoxide conversions were attained, and were even higher than those obtained by using commercial photoinitiators, for example, bisacylphosphine oxide or camphorquinone. More interestingly, the AND1‐based photoinitiating system can also initiate concomitant cationic/radical polymerizations and can be used for the synthesis of interpenetrated polymer networks.

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Section: Redox Potentialsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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Naphthalimide‐Tertiary Amine Derivatives as Blue‐Light‐Sensitive Photoinitiators

et al. 2018

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“…More interestingly, the similar CQ‐based PIS (CQ/iodonium salt (i.e.,[4‐[octyloxy]phenyl]phenyliodonium hexafluoroantimonate)/EDB) was reported for the polymerization of epoxide under blue light conditions for an additive manufacturing approach (i.e., solution mask liquid lithography) . Recently, an increasing number of novel PISs have been emerging and exhibited high efficiency for free‐radical and/or cationic photopolymerization under visible light . These novel PISs are mainly synthesized with designated chemical structures.…”

Section: Introductionmentioning

confidence: 99%

1,2‐Diketones as photoinitiators of both cationic and free‐radical photopolymerization under UV (392 nm) or Blue (455 nm) LEDs

Zhang

Wang

Lalevée

et al. 2020

Journal of Polymer Science

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The photoinitiation abilities of three 1,2‐diketones [i.e., acenaphthenequinone (ANPQ), aceanthrenequinone (AATQ), and 9,10‐phenanthrenequinone (PANQ)]‐based photoinitiating systems [PISs, with additives such as iodonium salt, N‐vinylcarbazole (NVK), tertiary amine, and phenacyl bromide (R‐Br)] for cationic photopolymerization and free‐radical photopolymerization under the irradiation of ultraviolet (UV; 392 nm) or blue (455 nm) light‐emitting diode (LED) bulb are investigated. All 1,2‐diketones studied exhibit ground state absorption that match with the emission spectra of UV (392 nm) or blue LED (455 nm) better than that of the well‐known blue‐light‐sensitive photoinitiator camphorquinone (CQ). In particular, AATQ/iodonium salt/NVK can show high photoinitiating ability (with epoxide conversion yield >70%) under the UV light irradiation due to the effect of NVK. In addition, 1,2‐diketone/iodonium salt (and optional NVK) systems are capable of initiating free‐radical photopolymerization of methacrylates, with conversions of 50–58%. Furthermore, some 1,2‐diketone/tertiary amine (and optional R‐Br) combinations are found to demonstrate high efficiency to initiate free‐radical photopolymerization, and 71% of methacrylate conversion can be achieved with PANQ/tertiary amine/R‐Br PIS. Some 1,2‐ketone‐based PISs can even exhibit higher efficiency than the CQ‐based systems. The photochemical mechanism of the radical generation from the 1,2‐diketone‐based PISs is investigated and found to be consistent with the related photopolymerization efficiency. © 2020 Wiley Periodicals, Inc. J. Polym. Sci. 2020, 58, 792–802

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“…In a previous study from our laboratory, we have shown the possibility of using highly conjugated poly(phenylene vinylene) (PPV) derivatives as macro- sensitizers to conduct cationic polymerizations at higher wavelengths [56].…”

Section: Cationic Photoinitiating Systemsmentioning

confidence: 99%

New Photochemical Processes for Macromolecular Syntheses

Yılmaz

Yaǧcı

2016

J. Photopol. Sci. Technol.

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The use of photoinduced processes enabling polymer chemists to synthesize tailored novel macromolecular architectures has recently been revitalized. In this presentation, new photochemical approaches, mainly developed in the authors' laboratory, were highlighted. It was shown that many homogenous and heterogeneous photoinitiators including structurally modified polymers, nano and porous materials are capable of initiating conventional free radical and cationic polymerizations under UV and visible light.Photoinduced Atom Transfer Radical Polymerization (ATRP) and Copper Catalyzed Azide Alkyne Cycloaddition (CuAAC) click processes, both based on photoredox reactions of copper catalysts, have been discussed. Their independent and combined use by sequential or in situ manner for macromolecular synthesis is also demonstrated.

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Poly(phenylenevinylene)s as Sensitizers for Visible Light Induced Cationic Polymerization

Cited by 46 publications

References 192 publications

Naphthalimide‐Tertiary Amine Derivatives as Blue‐Light‐Sensitive Photoinitiators

Naphthalimide‐Tertiary Amine Derivatives as Blue‐Light‐Sensitive Photoinitiators

1,2‐Diketones as photoinitiators of both cationic and free‐radical photopolymerization under UV (392 nm) or Blue (455 nm) LEDs

New Photochemical Processes for Macromolecular Syntheses

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