A blue to red light sensitive photoinitiating systems based on 3,5-di-tert-butyl-o-benzoquinone derivatives for free radical polymerization

A blue to red light sensitive photoinitiating systems based on 3,5-di-tert-butyl-o-benzoquinone derivatives for free radical polymerization

[Display omitted] •New well-photobleachable initiating systems based on unsubstituted and four 6-CH2X-substituted 3,5-di-tert-butyl-o-benzoquinones and tertiary amines were used for deep (up to 46 cm) photocuring methacrylic resins under visible light irradiation. New well-photobleachable initiating...

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Bibliographic Details
Published in:European polymer journal Vol. 127; p. 109573
Main Authors: Shurygina, Margarita P., Zakharina, Maria Yu, Baten'kin, Maxim A., Konev, Alexey N., Shavyrin, Andrey S., Chelnokov, Egor A., Shushunova, Nataliya Yu, Arsenyev, Maxim V., Chesnokov, Sergey A., Abakumov, Gleb A.
Format: Journal Article
Language:English
Published: Oxford Elsevier Ltd 15-03-2020
Elsevier BV
Subjects:
Amine
Amines
Benzoquinone
Curing
Deep polymerization
Free radical polymerization
Free radicals
Frontal polymerization
Glycol dimethacrylates
LED
Light irradiation
Multicolor
O-quinone
Photocuring
Photoinitiating system
Photopolymerization
Photoreduction
Polymerization
Quinones
Radiation
Resins
Thickness
Triethylene glycol dimethacrylate
Visible light
Deep polymerization
Amine
Frontal polymerization
Photopolymerization
Photoreduction
Visible light
Multicolor
O-quinone
LED
Photoinitiating system
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Summary:[Display omitted] •New well-photobleachable initiating systems based on unsubstituted and four 6-CH2X-substituted 3,5-di-tert-butyl-o-benzoquinones and tertiary amines were used for deep (up to 46 cm) photocuring methacrylic resins under visible light irradiation. New well-photobleachable initiating systems based on unsubstituted and four 6-CH2X-substituted 3,5-di-tert-butyl-o-benzoquinones (X = H, OCH3, dimethylpyrazole and benzimidazole fragments) and tertiary amines were used for photocuring different methacrylic resins under visible light irradiation. A photoreduction of these o-quinones in the presence of a series of N,N-dimethylanilines under of visible irradiation was studied. Photoinitiating properties of this series of o-benzoquinones in the presence of N,N-dimethylaniline were investigated on the example of the curing resin based on triethylene glycol dimethacrylate (TEGDMA). The photoinitiation system based on o-quinone with dimethylpyrazole fragment and N,N-dimethylaniline has the highest efficiency in this series. It was shown that the use of this initiating system allows to photocure thick layers of TEGDMA/bis-GMA (30/70 wt%) resin (0.5 cm) under the action of both LEDs with λmax 465, 520 and 630 nm. A deep photopolymerization of the composition layer (46 cm thickness) under radiation of LED@600 nm (540 mW cm−2) was carried out. The average speed of the front of photopolymerization is 2.56 cm/min.
ISSN:0014-3057
1873-1945
DOI:10.1016/j.eurpolymj.2020.109573