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UV/thermal dual curing of tung oil-based polymers induced by cationic photoinitiator
摘要： With the increasing shortage of petroleum-based resources, the exploitation and application of the polymers derived from the renewable resources has becomes increasingly important for the industrial development. In this work, in order to promote the direct application of tung oil in the coating ?eld, the tung oil-based polymers with the excellent mechanical properties by using cationic photoinitiator as the “green” initiator were prepared. The cationic polymerization mechanism and the optimal polymerization conditions of methyl eleostearate (ME) induced by triarylsulfonium salt (TAS) are characterized via the nuclear magnetic resonance spectroscopy. The e?ects of di?erent monomers on the properties of tung oil-based polymers and the post curing behaviors of the polymers are studied by dynamic mechanical test and microtensile test. The results display that the heating treatment after UV irradiation is necessary and favorable for the cationic polymerization of ME induced by TAS. And the optimal reaction condition is 500 W of irradiation energy, 5 wt% of initiator concentration, 60 min of irradiation time, 100 °C of heating temperature and 3 h of heating time. Moreover, tung oil-based polymers with good hydrophobicity can be obtained under the optimal reaction condition. In addition, adding 20 wt% divinylbenzene and 10 wt% styrene to the tung oil can e?ectively increase the mechanical properties and glass transition temperatures (Tg) of tung oil-based polymers.
关键词： Dual curing,Triarylsulfonium salts,Cationic polymerization,Tung oil-based
更新于2025-11-14 15:14:40
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UV-Induced Crosslinking of Poly[2-(2’-Norbornenyl)-2-Oxazoline]s
摘要： A 2-oxazoline monomer bearing a norbornenyl functionality in the side-chain was prepared from the reaction of 5-norbornene-2-carbonitrile and 2-ethanol amine. This monomer could be successfully polymerized using a 2-oxazolinium-based macroinitiator that was in-situ generated from the methyl cation-initiated oligomerization of 2-ethyl-2-oxazoline. This polymer could be subjected to polymeranalogous reactions involving the alkene groups of the norbornenyl side-chains: A proof-of-concept was established by utilizing the polymers in photoresists that were crosslinked by thiol-ene reactions involving bisfunctional thiols. Photoinitiators for the UV-induced thiol-ene reaction were required in catalytic amounts only. After development, the resists exhibited reproduction of the geometric patterns with a resolution of 30 μm.
关键词： cationic polymerization,polymer photochemistry,microwave-assisted polymerization,poly(2-oxazoline)s,photoresist,thiol-ene reaction
更新于2025-09-23 15:21:21
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3-Hydroxyflavone and N-phenylglycine in High Performance Photoinitiating Systems for 3D Printing and Photocomposites Synthesis
摘要： In this work, we propose to use 3-hydroxyflavone as a versatile high performance visible light photoinitiator (PIs) in combination with an amino acid (N-phenylglycine) for the free radical polymerization (FRP) of methacrylates in thick samples or composites upon visible light exposure (Light-Emitting Diode LED@405 nm or LED@477 nm). The high originality of this approach is the use of safer compounds in photoinitiating systems (flavone derivative/amino acid). 3-Hydroxyflavone can also be used in three-component systems with an iodonium salt and an amine for the cationic polymerization of epoxides upon exposure to near UV light LED@385 nm. Also interestingly, a charge transfer complex CTC between N-phenylglycine NPG and iodonium salt gives also remarkable initiating performance for free radical polymerization of methacrylates upon mild light irradiation conditions (LED@405 nm). High polymerization initiating abilities are found and high final reactive function conversions are obtained. The use of the new proposed initiating systems as materials for laser write or 3D printing experiments was also especially carried out with the formation of printed green fluorescent photopolymers. This green fluorescence obtained with naturally occurring 3-hydroxyflavone compound can be ascribed to the excited state intramolecular proton transfer ESIPT character. A full picture of the included photochemical mechanisms is given. Remarkably, 3-hydroxyflavone is also very efficient for photocomposites synthesis with glass fibers (thick samples with good depth of cure) using UV or LED@395 nm conveyor.
关键词： 3D printing,Cationic polymerization,Light-Emitting Diodes (LEDs),Free radical polymerization,photoinitiators,composites
更新于2025-09-23 15:21:21
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Ketone derivatives as photoinitiators for both radical and cationic photopolymerizations under visible LED and application in 3D printing
摘要： Six ketones (abbreviated as ketones 1-6) varying by the substitution pattern of the central cyclohexanones and the choice of the peripheral groups (thiophene or furane) were synthesized and proposed as unprecedented visible light sensitive photoinitiators, in combination with an amine and an iodonium salt, for the free radical polymerization of acrylates upon LED irradiation at 405 nm. For the photopolymerization of acrylates carried out as thin samples in laminate, all these ketones showed high photoinitiating abilities. Conversely, when tested as photoinitiators for thick samples, compared to the other 4 ketones, ketone 3 and ketone 5 both based onpiperidin-4-one as the central core and comprising furanes as peripheral groups proved to be the most efficient photoinitiators. Notably, the highest final polymerization conversion of Ebecryl 40, a tetrafunctional polyether acrylate, could be obtained using these two photoinitiators. The high photoreactivity of ketone 3 was highlighted by the steady state photolysis experiments. Meanwhile, ketone 3 could also promote the cationic polymerization of epoxides upon LED irradiation at 405 nm, in the presence of an iodonium salt. Interestingly, some 3D patterns could also be fabricated by free radical polymerization of Ebecryl 40 while using the ketone 3-based photoinitiating system.
关键词： free radical polymerization,ketones,cyclohexanone,photolysis,3D printing,cationic polymerization,LED,photoinitiating system
更新于2025-09-23 15:21:01
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Visible light-induced free radical promoted cationic polymerization using organotellurium compounds
摘要： Organotellurium-mediated polymerization of cyclohexene oxide (CHO), isobutyl vinyl ether (IBVE) and N-vinylcarbazole (NVC) in the presence of diphenyliodonium hexafluorophosphate (DPI) was accomplished under visible light and sunlight. The chain-transfer agent (CTA) ethyl 2-methyl-2-methyltellanylpropionate (EMPTeMe) and poly(methyl methacrylate) with an organotellurium group at the chain end (PMMATeMe) were used as photoinitiators.
关键词： organotellurium compounds,free radical promoted cationic polymerization,photoinitiators,iodonium salt,visible light
更新于2025-09-19 17:15:36
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Visible light 3D printing with epoxidized vegetable oils
摘要： Stereolithography is a 3D printing technique in which a liquid monomer is photopolymerized to produce a solid object. The most widely used materials usually belong to the family of acrylate monomers, and photopolymerization occurs through a radical pathway. Photoinitiators can absorb UV or (less often) visible light, producing radicals for direct decomposition or hydrogen abstraction. Due to the toxicity of acrylates, vegetable oil-derived monomers were used in this study. In fact, vegetable oils contain unsaturations, and thus, they can be exploited as monomers. In particular, linseed oil, tung oil or edible oils (soybean, sunflower or corn) could be good candidates as raw materials. Unfortunately, the photoinduced radical polymerization of these oils either does not occur or is too slow for 3D printing applications. For this reason, the oils were modified as epoxides. Epoxides are monomers that are more reactive than natural oils, and they can be polymerized via a cationic mechanism. The aim of this work was to exploit visible light generated by a common digital projector (like those used in classrooms) as a light source. Since the tested photoacid generators working under visible light are ineffective for the polymerization of epoxidized oils, a multi-component photo-initiating mixture was used.
关键词： Green resins,Photoinduced cationic polymerization,Ring opening polymerization,Visible light stereolithography,Vegetable oil epoxides
更新于2025-09-10 09:29:36
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[Polymers and Polymeric Composites: A Reference Series] Functional Polymers || Photo-polymerization
摘要： The synthesis of functional polymers by photopolymerization thrives on the rich tradition of industrial photochemistry. Photo-induced polymerization can be broadly divided based on the initiation mechanism as radical, cationic, and anionic photopolymerization. A wide variety of initiators, photosensitizers, and polymerizable materials have been studied for various applications. This chapter is intended to be a primer to major concepts of photopolymerization. In the beginning of the chapter, physical aspects of light matter interactions are presented followed by photochemical pathways leading to reactions. In the subsequent sections radical polymerization is discussed by introducing different types of initiating systems and polymerizable materials. Within the section on radical polymerization, visible light polymerization and thio-ene photochemistry are also discussed. The section on thiol-ene looks at the fundamentals of thiol-ene reactions, their initiation, reactivity, and advantages over other radical driven polymerizations. Cationic polymerization is covered based on the material science of ionic and nonionic photoacid generators (PAGs). This section also discusses spectral broadening of reactivity in PAGs to visible wavelengths through electron transfer sensitization and free radical promoted cationic polymerization (FRPCP). Unlike radical and cationic polymerization there are little or no reports of commercial application of anionic polymerization. However, due to typical monomers employed in anionic polymerization and the control over the extent of polymerization afforded by this techniques makes it very attractive for functional applications. The section on anionic polymerization summarizes recent developments in this field. Finally in the section about two-photon initiated polymerization, we discuss the scope of nonlinear optical phenomena in photopolymerization.
关键词： anionic polymerization,radical polymerization,two-photon absorption,photopolymerization,photoinitiators,photosensitizers,cationic polymerization
更新于2025-09-09 09:28:46