Oxygen insensitive thiol–ene photo-click chemistry for direct imprint lithography of oxides

Nagarjuna, Ravikiran; Saifullah, Mohammad S. M.; Ganesan, Ramakrishnan

doi:10.1039/c8ra01688g

Cited by 31 publications

(17 citation statements)

References 72 publications

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“…The crosslinked network was also confirmed by FTIR spectrum as indicated in Figure 3. The absorption band around 2552 cm −1 , corresponding the stretching of the thiol group of 1,3‐propane dithiol, was consistent with a previously reported value 42 . This band disappeared after the crosslinking reaction of the membrane.…”

Section: Resultssupporting

confidence: 91%

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Synthesis of ionic polybenzimidazoles with broad ion exchange capacity range for anion exchange membrane fuel cell application

Abdi

Chen

Chiu

et al. 2021

Journal of Polymer Science

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In this study, new anion exchange membranes (AEM) based on crosslinked polybenzimidazole (m-PBI) with quaternary ammonium groups, crosslinkable allyl groups, and hydrophobic ethyl groups as side chains are synthesized and characterized. The AEMs are crosslinked by thermal thiol-ene reaction using a dithiol crosslinker. The ion exchange capacity (IEC) values and crosslinking density were controlled by the number of quaternary ammonium groups and allyl groups, respectively. The introduction of ethyl groups improved the solubility of ionic PBIs even at very low IEC values by eliminating the hydrogen bonding interaction of imidazole rings. This method allows ionic PBIs with broad IEC values, from 0.75 to 2.55 mmol/g, to be prepared. The broad IEC values were achieved by independently controlling the numbers of quaternary ammonium groups, allyl groups, and hydrophobic ethyl groups during preparation. The crosslinked ionic PBIs revealed hydroxide conductivity from 16 to 86 mS/cm at 80 C. The wet membranes also showed excellent mechanical strength with tensile strength of 12.2 to 20.1 MPa and Young's Modulus of 0.67 to 1.45 GPa. The hydroxide conductivity of a crosslinked membrane (0.40Q0.60Et1.00Pr, IEC = 0.95 mmol/g) decreased only 7.9% after the membranes was immersed in a 1.0 M sodium hydroxide solution at 80 C for 720 h.A single fuel cell based on this membrane showed a maximum peak power density of 136 mW/cm 2 with a current density of 377 mA /cm 2 at 60 C.

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Section: Resultssupporting

confidence: 91%

“…The absorption band around 2552 cm À1 , corresponding the stretching of the thiol group of 1,3-propane dithiol, was consistent with a previously reported value. 42 This…”

Section: Membrane Crosslinking and Characterizationmentioning

confidence: 99%

Synthesis of ionic polybenzimidazoles with broad ion exchange capacity range for anion exchange membrane fuel cell application

Abdi

Chen

Chiu

et al. 2021

Journal of Polymer Science

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“…A salient feature of thiol–ene polymerization compared to chain-growth polymerization is its insensitivity to oxygen inhibition . This was first confirmed by unchanged polymerization kinetics and particle size when purging the reactor with nitrogen to flush out oxygen (Table S2, Supporting Information).…”

Section: Resultsmentioning

confidence: 91%

Ab Initio Batch Emulsion Thiol–Ene Photopolymerization

Schmutz

Chemtob

2020

Macromolecules

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Very few step polymer latexes have been produced by aqueous emulsion polymerization, and never with a clear picture of the operating mechanism. Therefore, finding new means to expand this widely process industrially beyond chain radical polymerization is highly desirable. Herein, we report the successful photoinitiated thiol-ene radical polyaddition of an emulsion based on two bifunctional monomers diallyl phthalate and 2,2-(ethylenedioxy)diethanedithiol. After 20 min irradiation (λ max = 385 nm, 3.7 mW cm -2 ), polymerization has resulted in a conversion above 99%, a coagulum-free poly(thioether) latex with a solids content of 10 wt%, a number-average

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“…3). After 30 min heating at 60 °C, the intensity of IR absorption at 2570 cm −1 (S − H stretching) [36] and 1801 cm −1 (C = O stretching of cyclic carbonate) decreased indicating that thiol-epoxy reaction and cyclic carbonate aminolysis had occurred. Given that the amine-epoxy reaction is faster than cyclic carbonate aminolysis [29], the epoxy-amine reaction was also expected to occur.…”

Section: Resultsmentioning

confidence: 99%

Fabrication of h-BN Filled Epoxy-Based Thermally Conductive Adhesive Tapes Containing Cyclic Carbonate-Terminated Oligomers

Lim

Bok

Kim

et al. 2021

Electron. Mater. Lett.

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Thermally conductive (TC) adhesive tapes consisting of adhesives and TC fillers are widely used as thermal interface materials because of their tack properties for temporary fixation and high peel strength for permanent bond. However, the trade-off between peel strength and thermal conductivity with increasing filler loading impedes the manufacture of high-performance TC tapes. Therefore, a technique to realize high thermal conductivity of TC adhesives with lower filler loading is crucial. In this study, epoxy-based adhesives (EAs) was used to fabricate TC adhesive tapes. To secure high peel strength of EAs, a cyclic carbonate-terminated oligomer (CCO) was synthesized and employed as a component. The simultaneous reactions between epoxy resin, CCO and curing agent were analyzed using FTIR spectroscopy. Thanks to tack, the partially cured EAs could be used to fabricate tapes which were temporarily fixed and then permanently bonded via complete curing. Next, EAs and h-BN fillers were admixed to produce TC adhesive tapes. Because h-BN fillers were partially aligned to the in-plane direction by bar-coating, the in-plane thermal conductivity of the TC-1 adhesive containing only 20 wt% h-BN fillers was as high as 2.73 W/m K, which was slightly lower than that (2.97 W/m⋅K) of the TC-4 adhesive containing 35 wt% h-BN fillers. In addition, the peel strength of the TC-1 adhesive tape reached 2307 (± 64) gf/in.

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Oxygen insensitive thiol–ene photo-click chemistry for direct imprint lithography of oxides

Abstract: Metal-containing oxygen-insensitive photocurable resin formulations are designed based on thiol–ene click chemistry that are suitable for UV nanoimprinting to directly pattern oxides.

Cited by 31 publications

References 72 publications

Synthesis of ionic polybenzimidazoles with broad ion exchange capacity range for anion exchange membrane fuel cell application

Synthesis of ionic polybenzimidazoles with broad ion exchange capacity range for anion exchange membrane fuel cell application

Ab Initio Batch Emulsion Thiol–Ene Photopolymerization

Fabrication of h-BN Filled Epoxy-Based Thermally Conductive Adhesive Tapes Containing Cyclic Carbonate-Terminated Oligomers

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