Well-defined triblock copolymers with a photolabile middle block of poly(phenyl vinyl ketone): facile synthesis, chain-scission mechanism and controllable photocleavability

Guo, Ran; Mei, Pengbo; Zhong, Qing; Yao, Yuan; Su, Qian; Zhang, Jianhua

doi:10.1039/c5ra02863a

Cited by 17 publications

(15 citation statements)

References 47 publications

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“…2 This Norrish photo-chemistry has been extensively exploited in a wide range of experiments, including photoinitiated polymerization, and chemical synthesis. [3][4][5][6][7][8][9][10][11][12][13] It is also signicant in the photolysis of volatile carbonyl compounds such as acetone in the Earth's atmosphere. [14][15][16][17][18] The biradical intermediates formed by a-cleavage of a cyclic ketone can further react in several different ways, with pathways that depend on the ring size of the ketone.…”

Section: Introductionmentioning

confidence: 99%

Effects of ring-strain on the ultrafast photochemistry of cyclic ketones

et al. 2020

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Section: Introductionmentioning

confidence: 99%

Effects of ring-strain on the ultrafast photochemistry of cyclic ketones

et al. 2020

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“…Photoresponsive materials have been an increasing field of research in the past decade . Self‐healing, modulated hydrogels, shape‐memory materials, actuators, and degradable polymers are just a few of the photoresponsive polymeric materials to have been developed in recent years. Photoresponsive materials are finding applications in artificial muscles, microrobots, biomedicine, tissue engineering, recyclable plastics, among other potential applications .…”

Section: Introductionmentioning

confidence: 99%

Intrinsic and Catalyzed Photochemistry of Phenylvinylketone for Wavelength‐Sensitive Controlled Polymerization

et al. 2019

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Reversible addition-fragmentation chain transfer (RAFT) photopolymerization of phenylvinylketone (PVK) is investigated. The polymerization is investigated both in the presence of two photocatalysts (iridium tris(phenylpyridine (Ir(ppy) 3 ) and zinc tetraphenylporphyrin (ZnTPP)). The polymerization was efficient in the absence of photocatalyst, and accelerated by Ir(ppy) 3 , whereas ZnTPP was found to lead to retardation of polymerization. In all cases, well-controlled polymers were synthesized with linear growth in M n with conversion and narrow molecular weight distributions. The observed photopolymerization kinetics were consistent with a Norrish Type 1 reaction of PVK to give two radicals. The polymerization kinetics were investigated as a function of wavelength, with the reaction rate being fastest with blue irradiation (440 nm), which is surprisingly far from the absorption maximum of PVK and Ir(ppy) 3 . Photodegradation of PVK was observed under UV irradiation, but the polymers were stable against visible light. block copolymers, [45] and PET-RAFT vinyl ketone work using Eosin Y as the photoredox catalyst. [46,47] The previous work from our group prompted further study, as only polymerization under catalyst free conditions and under two wavelengths of light were studied. As photodegradable polymers are an important class of polymers and photoRAFT methods are useful in a wide range of applications, a systematic study of photo-RAFT and PET-RAFT polymerization of PVK was undertaken. 2 3 4 5 6 7 8

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“…A recent publication used the photodegradability of poly(PVK) to allow for controlled degradation of block copolymers. By controlling the placement and length of the poly(PVK) chain in the triblock copolymer, Zhang and co‐workers were able to control the photocleavage of the copolymer, giving rise to a strategy for the construction of complex polymeric architectures or nanostructures with facile synthesis and control . The photodegradation of polyketones was first studied and described by Guillet and Norrish in the 1950s .…”

Section: Introductionmentioning

confidence: 99%

Rise and Fall: Poly(phenyl vinyl ketone) Photopolymerization and Photodegradation under Visible and UV Radiation

Reeves¹,

Allegrezza²,

Konkolewicz³

2017

Macromol. Rapid Commun.

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Vinyl ketone polymers, including phenyl vinyl ketone (PVK), are an important class of polymers due to their ability to degrade upon irradiation with ultraviolet light which makes them useful for a variety of applications. However, traditional radical methods for synthesizing PVK polymers give rise to poor control or are unable to produce block copolymers. This work uses reversible addition‐fragmentation chain transfer polymerization (RAFT) and photochemistry to polymerize PVK. When visible blue radiation of 440 ± 10 nm is used as the light source for the photopolymerization, rapid polymerization and well‐defined polymers are created. This RAFT method uses PVK as both monomer and radical initiator, exciting the PVK monomer by 440 ± 10 nm irradiation to avoid the use of an additional radical initiator. Once the polymer is synthesized, it is stable against degradation by blue light (440 ± 10 nm), but upon exposure to ultraviolet (UV) radiation (310 ± 20 nm) significant decrease in molecular weight is observed. The degradation is observed for all poly(PVK) materials synthesized.

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Well-defined triblock copolymers with a photolabile middle block of poly(phenyl vinyl ketone): facile synthesis, chain-scission mechanism and controllable photocleavability

Abstract: Well-defined triblock copolymers with a photocleavable middle block were synthesized by RAFT polymerization and the photodegradation process was tracked by GPEC.

Cited by 17 publications

References 47 publications

Effects of ring-strain on the ultrafast photochemistry of cyclic ketones

Effects of ring-strain on the ultrafast photochemistry of cyclic ketones

Intrinsic and Catalyzed Photochemistry of Phenylvinylketone for Wavelength‐Sensitive Controlled Polymerization

Rise and Fall: Poly(phenyl vinyl ketone) Photopolymerization and Photodegradation under Visible and UV Radiation

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