New fluorescein dye derivatives and their use as an efficient photoiniator using blue light LED

Alarcon, Rafael Turra; Gaglieri, Caroline; Silva, Bruno Henrique Sacoman Torquato da; Silva‐Filho, Luiz Carlos da; Bannach, Gilbert

doi:10.1016/j.jphotochem.2017.04.027

Cited by 13 publications

(15 citation statements)

References 35 publications

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“…In summary, the quinoline dyes (photoinitiator) do not cause different thermal behavior in these polymers such as mass loss steps, MDR, and thermal stability. These results are similar to UDMA polymers with different photoinitiator that were previously reported in literature . Table distil the data of TG‐DTA curve from all samples.…”

Section: Resultssupporting

confidence: 89%

“…As other polymer samples, no thermal events were observed in the cooling stages. The thermal events in DSC are similar to those previously reported in literature that used other photoinitiators, which indicate that the quinoline derivative photoinitiator does not interfere in the thermal properties.…”

Section: Resultssupporting

confidence: 85%

“…The mixtures were photopolymerized over the diamond crystal and data were collected every 10 s for 470 s. The degree of conversion can be calculated using eq. :

DC (() %) = ([], 1 - \frac{T_{t = x} ((), normalC = normalC)}{T_{t = 0} ((), normalC = normalC)}) \times ((), - 1000)

…”

Section: Methodsmentioning

confidence: 99%

“…The mechanism is a hydrogen transfer process that generates the radical . Currently, a large quantity of organic molecules has been used as photoinitiator . However, the development of new photoinitiators is essential for use principally in visible light, considering that ultraviolet (UV) light is more hazardous and less efficient than visible (vis) light …”

Section: Introductionmentioning

confidence: 99%

“…Simultaneous thermogravimetry‐differential thermal analysis (TG‐DTA) and differential scanning calorimetry (DSC) are widely used to study thermal properties such as thermal polymerization, glass transition, thermal stability, and degradation steps . Mid‐infrared spectroscopy (MIR) has been used to indicate the degree of conversion and rate of polymerization in the photopolymerization process when using different photoinitiators . The morphological characteristics of polymers are widely analyzed by scanning electron microscope (SEM), and solid UV–vis analysis is used to determine optical band gap and modifications in absorption bands …”

Section: Introductionmentioning

confidence: 99%

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Synthesis of luminescent polymers in the UV light region from dimethacrylate monomer using novel quinoline dyes

Alarcon

Santos

Oliveira

et al. 2019

J of Applied Polymer Sci

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This study aims at thermal and morphological features, as well as the degree of conversion these luminescent polymers obtained using a dimethacrylate monomer, and quinoline dyes as photoinitiator. The photoinitiators provide a fluorescent propriety to the final polymer. Thermal properties such as thermal stability, steps of mass loss, and glass transition are obtained by thermogravimetry‐differential thermal analysis and derivative thermogravimetric and differential scanning calorimetry. Using the mid‐infrared spectroscopy, it is possible to calculate the degree of conversion/rate of polymerization; the data indicate that the quinoline derivatives could be used as photoinitiators in lower concentration (0.1%) resulting in solid rigid polymers with higher conversion (74.24, 71.81, 66.36, and 61.09%). The morphological characteristics of polymers are analyzed by scanning electronic microscopy. Finally, solid ultraviolet–visible (UV–vis) analysis shows a bathochromic shift, due to the stabilization of the molecules in the solid state, compared to liquid UV–vis analysis. © 2019 Wiley Periodicals, Inc. J. Appl. Polym. Sci. 2019, 136, 47461.

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Section: Resultssupporting

confidence: 89%

Section: Resultssupporting

confidence: 85%

“…The mixtures were photopolymerized over the diamond crystal and data were collected every 10 s for 470 s. The degree of conversion can be calculated using eq. :

DC (() %) = ([], 1 - \frac{T_{t = x} ((), normalC = normalC)}{T_{t = 0} ((), normalC = normalC)}) \times ((), - 1000)

…”

Section: Methodsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

See 3 more Smart Citations

Synthesis of luminescent polymers in the UV light region from dimethacrylate monomer using novel quinoline dyes

Alarcon

Santos

Oliveira

et al. 2019

J of Applied Polymer Sci

Self Cite

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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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Use of DSC in degree of conversion of dimethacrylate polymers: easier and faster than MIR technique

Alarcon

Gaglieri

Oliveira

et al. 2018

J Therm Anal Calorim

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This work aims to determine the degree of conversion of polymers obtained using diurethane dimethacrylate (UDMA) monomer by two different techniques: differential scanning calorimetry (DSC) and Fourier transform infrared spectroscopy (MIR). The measurements were made in triplicate on both equipment, which resulted in average values for MIR 79.52 ± 3.57% (camphorquinone photoinitiator) and 78.15 ± 1.86% (fluorescein photoinitiator) and for DSC 80.85 ± 1.06 and 78.27 ± 1.71%. The DSC technique showed higher accuracy and lesser standard deviation. Furthermore, this technique is easier and faster than the MIR, and in situ polymerization is not necessary on the DSC equipment.

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New fluorescein dye derivatives and their use as an efficient photoiniator using blue light LED

Cited by 13 publications

References 35 publications

Synthesis of luminescent polymers in the UV light region from dimethacrylate monomer using novel quinoline dyes

Synthesis of luminescent polymers in the UV light region from dimethacrylate monomer using novel quinoline dyes

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

Use of DSC in degree of conversion of dimethacrylate polymers: easier and faster than MIR technique

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