Tetramethylammonium Tetraorganylborates as Coinitiators with 5,7-Diiodo-3-butoxy-6-fluorone in Visible Light Polymerization of Acrylates

Polykarpov, Alexander Y.; Hassoon, Salah; Neckers, Douglas C.

doi:10.1021/ma960597w

Cited by 50 publications

(39 citation statements)

References 10 publications

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“…From borates examined, different radical species may be formed having the following stability order: isopentyl > n -butyl > sec -butyl > ethyl > methyl. Similar observations were described by Neckers and co-workers [22], who tested the series of tetraorganoborates in the presence of 5,7-diiodo-3-butoxy-6-fluorone, the triplet-state sensitizer.…”

Section: Resultssupporting

confidence: 84%

“…6Comparison of the TMPTA/MP (9/1) mixture polymerization initiated by BPB7, titanocene and DIBFB7 systems as measured by photo-DSC with the incident light intensity of 100 mW/cm 2 . DIBF—5,7-diiodo-3- butoxy-6-fluorone (triplet-state photoinitiator), its concentration was 0.001 M. [22]. 60 × 46 mm (600 × 600 DPI)…”

Section: Resultsmentioning

confidence: 99%

“…DIBF—5,7-diiodo-3- butoxy-6-fluorone (triplet-state photoinitiator), its concentration was 0.001 M. [22]. 60 × 46 mm (600 × 600 DPI)…”

Section: Resultsmentioning

confidence: 99%

“…6 show that the polymerization photoinitiation ability of tri-cationic photoinitiating system is better than the photoinitiating ability observed for DIBF, common triplet-state photoinitiator with the same borate salt used as an electron donor [22]. It is also noteworthy that the BPB7 photoredox pair exhibits only slightly worse photoinitiating ability as typical commercial photoinitiators—titanocene for which the quantum yield of polymerization is about 340, a conversion of monomer double bonds—about 60 % and the polymerization rate equals 29 μmol/s.…”

Section: Resultsmentioning

confidence: 99%

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Factors affecting the TMPTA radical polymerization photoinitiated by phenyltrialkylborates paired with tri-cationic hemicyanine dye. Kinetic studies

Jędrzejewska

2013

Colloid Polym Sci

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This article introduces tri-cationic hemicyanine dye employed as a visible-light photoinitiator of acrylic monomers polymerization. This dye, in combination with borate anions, was found to be a very effective photoinitiating system. The kinetics of trimethylolpropane triacrylate polymerization was studied by a microcalorimetric method. The photoredox pair concentration, the co-initiator structure as well as the light intensity strongly affected the progress of the polymerization, leading, for example, to an increase in the polymerization rate and quantum yield of the process. The efficiency of these photoinitiators was discussed on the basis of the free energy change for electron transfer from a borate anion to an excited hemicyanine dye cation. The ∆Gel values were estimated for photoredox pairs containing a series of phenyltrialkylborate anions and one styrylpyridinium dye cation. The relationship between the rate of polymerization and the free energy of activation for electron transfer reaction gives the dependence predicted by the classical theory of electron transfer. The photoinitiating abilities of the selected novel photoredox pairs (BPB61, BPB7, BPB8, and BPB9) are comparable with the photoinitiating efficiency of commercially available photoinitiators.

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Section: Resultssupporting

confidence: 84%

Section: Resultsmentioning

confidence: 99%

“…DIBF—5,7-diiodo-3- butoxy-6-fluorone (triplet-state photoinitiator), its concentration was 0.001 M. [22]. 60 × 46 mm (600 × 600 DPI)…”

Section: Resultsmentioning

confidence: 99%

Section: Resultsmentioning

confidence: 99%

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Factors affecting the TMPTA radical polymerization photoinitiated by phenyltrialkylborates paired with tri-cationic hemicyanine dye. Kinetic studies

Jędrzejewska

2013

Colloid Polym Sci

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“…[1][2][3][4] The photoreduction of xanthene dyes in the presence of electron donors undergoes a photoinduced intermolecular electron transfer (PET) reaction, which is followed by transformations that yield free radicals able to initiate polymerization of vinyl monomers. 2,5 Free radicals may be produced by the direct photolysis of the photoinitiators. However, this process requires light with a wavelength that is localized in the ultraviolet part of the spectra.…”

Section: Introductionmentioning

confidence: 99%

Photoinitiating free‐radical polymerization electron‐transfer pairs applying amino acids and sulfur‐containing amino acids as electron donors

Ścigalski

Pączkowski

2005

J of Applied Polymer Sci

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A series of free-radical polymerization initiation systems, based on xanthene dyes as the absorbing chromophores [Rose bengal derivative, 3-(3-methylbutoxy)-5,7-diiodo-6-fluorone and 3-acetoxy-2,4,5,7-tetraiodo-6-fluorone] and sulfur-containing amino acids as the electron donors, were investigated. The photoredox pair xanthene dye/sulfur-containing amino acid was effectively used for photoinitiation of free-radical polymerization of the mixture composed of poly(ethylene glycol)diacrylate-1% NH 4 OH (3 : 1). The highest initiating efficiencies were observed for the system composed of methionine derivatives as the electron donor. The mechanism of photoinduced electron transfer between sulfur-containing amino acids and triplet state of xanthene dye was investigated using laser-flash and steady-state photolysis techniques. Based on photochemistry of xanthene dyes, photochemistry of sulfur-containing amino acids, and obtained results, the mechanism describing the major processes occurring during the photoinitiated polymerization by a photoinduced intermolecular electrontransfer process was postulated.

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Kinetic study of free-radical polymerization photoinitiated by cyanine-borate salts. II.

Kabatc¹,

Jędrzejewska²,

Pączkowski³

2000

J. Polym. Sci. A Polym. Chem.

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Tetramethylammonium Tetraorganylborates as Coinitiators with 5,7-Diiodo-3-butoxy-6-fluorone in Visible Light Polymerization of Acrylates

Cited by 50 publications

References 10 publications

Factors affecting the TMPTA radical polymerization photoinitiated by phenyltrialkylborates paired with tri-cationic hemicyanine dye. Kinetic studies

Factors affecting the TMPTA radical polymerization photoinitiated by phenyltrialkylborates paired with tri-cationic hemicyanine dye. Kinetic studies

Photoinitiating free‐radical polymerization electron‐transfer pairs applying amino acids and sulfur‐containing amino acids as electron donors

Kinetic study of free-radical polymerization photoinitiated by cyanine-borate salts. II.

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