Reworkable Rresin using Thiol-ene System

Okamura, Hitoshi; Shirai, Masamitsu

doi:10.2494/photopolymer.24.561

Cited by 14 publications

(15 citation statements)

References 14 publications

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“…In this respect, Gonz alez et al synthesized poly(ether esters) using a conventional epoxy resin (DGEBA) with 7,7dimethyl-6,8-dioxaspiro[3.5]nonane-5,9-dione catalyzed by waterproof environmentally friendly earth triflates. They found that an increase in Lewis acidity leads to a drop in degradation temperature down to a T deg of 214 C. [84][85][86] Significantly lower degradation temperatures of tertiary esters are obtained when using photo-generated acids acting as catalysts as is shown by the work of Okamura et al 82,87,88 They developed photocross-linkable reworkable methacrylate and thiol-ene resins with an onset T deg of 110 C. The main drawback of these approaches is that the catalysts used in these syntheses are either not commercially available (9-fluorenylideneimino-p-toluenesulfonate) 87 or very expensive (di(tert-butylphenyl) iodonium trifluoromethanesulfonate). 88 3.1.1.2.…”

Section: Triggered Degradation Without Matrix Recyclingmentioning

confidence: 93%

A Review on the Potential and Limitations of Recyclable Thermosets for Structural Applications

et al. 2019

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The outstanding performance of conventional thermosets arising from their covalently cross-linked networks directly results in a limited recyclability. The available commercial or close-to-commercial techniques facing this challenge can be divided into mechanical, thermal, and chemical processing. However, these methods typically require a high energy input and do not take the recycling of the thermoset matrix itself into account. Rather, they focus on retrieving the more valuable fibers, fillers, or substrates. To increase the circularity of thermoset products, many academic studies report potential solutions which require a reduced energy input by using degradable linkages or dynamic covalent bonds. However, the majority of these studies have limited potential for industrial implementation. This review aims to bridge the gap between the industrial and academic developments by focusing on those which are most relevant from a technological, sustainable and economic point of view. An overview is given of currently used approaches for the recycling of thermoset materials, the development of novel inherently recyclable thermosets and examples of possible applications that could reach the market in the near future.

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Section: Triggered Degradation Without Matrix Recyclingmentioning

confidence: 93%

A Review on the Potential and Limitations of Recyclable Thermosets for Structural Applications

et al. 2019

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“…On the other hand, reworkable resins [1][2][3][4][5][6][7][8][9], which are thermosets thermally or chemically degradable under a given condition, have been extensively studied as environmentallyfriendly materials without damaging the underlying materials. Based on this information, we have developed a series of "reworkable" resins which are applicable to functional materials [6][7][8][9]. Especially, a mechanical investigation of reworkable resins was very important in terms of practical use such as an adhesive.…”

Section: Introductionmentioning

confidence: 99%

Rheological Studies of Reworkable Photocuring Resins

Okamura

Tachi

2018

J. Photopol. Sci. Technol.

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Rheological studies of reworkable photocuring resins were carried out using reworkable monomers. A dimethacrylate monomer containing tertiary ester units in a molecule and a methacrylate monomer, which has both an epoxy moiety and a thermally-cleavable tertiary ester moiety in a molecule, were employed as the reworkable monomers. When the cured reworkable monomers were irradiated and baked in the presence of a photoacid generator, the storage moduli of the cured resin decreased at elevated temperatures. The decreased storage moduli revealed by the rheological studies were due to the acid-catalyzed decomposition of the tertiary ester linkages in the cured reworkable monomers.

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“…[24,25] The organic-inorganic hybrids were also fabricated by the thiol/ene reaction of the maleimide copolymer with silica nanoparticles. [26,27] The thermal stability and optical property of the crosslinked maleimide copolymers and their hybrid with silica nanoparticles obtained in this study were evaluated.…”

Section: Introductionmentioning

confidence: 99%

Synthesis and Characterization of Thermoresistant Maleimide Copolymers and their Crosslinked Polymers

Yamamoto

Okamura

Matsukawa

et al. 2014

J. Photopol. Sci. Technol.

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We fabricated thermosetting maleimide polymers with excellent thermal and optical properties by the sequence-controlled radical copolymerization of N-allylmaleimide (AMI) and N-(2-ethylhexyl)maleimide (EHMI) with diisobutylene (DIB) and postpolymerization reactions. The AAB-type maleimides/DIB copolymers randomly containing an allyl group in the side chain were thermally or photochemically cured using pentaerythritol tetrakis(3-mercaptobutyrate) as a polyfunctional thiol by thiol/ene reaction. The organic-inorganic hybrid was also fabricated by the thiol/ene reaction of the maleimide copolymers containing allyl side groups combined with surface-modified silica nanoparticles. The produced organic-inorganic hybrid was dispersed in tetrahydrofuran. The transparent films of the maleimide copolymers containing the hybrid were obtained by casting and drying. The crosslinked polymers and the organic-inorganic hybrid obtained in this study exhibited excellent thermal stability as well as the high transparency.

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Reworkable Rresin using Thiol-ene System

Cited by 14 publications

References 14 publications

A Review on the Potential and Limitations of Recyclable Thermosets for Structural Applications

A Review on the Potential and Limitations of Recyclable Thermosets for Structural Applications

Rheological Studies of Reworkable Photocuring Resins

Synthesis and Characterization of Thermoresistant Maleimide Copolymers and their Crosslinked Polymers

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