Cyclic acetal-photosensitized polymerization—15. Photopolymerization of maleic anhydride in the presence of 2,4,8,10-tetraoxaspiro[5,5]undecane compounds

Ouchi, Tatsuro; Azuma, Taiji

doi:10.1016/0014-3057(82)90151-3

Cited by 6 publications

(1 citation statement)

References 4 publications

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“…15,16 The monoester free radical generated by the photoirradiation of cyclic acetal compounds can initiate the polymerization of vinyl compounds. 17,18 Photosensitized hydrogen abstraction from 2-alkyl-1,3-dioxolanes by triplet benzophenone yields the corresponding 1,3-dioxolan-2-yl free radicals, and these free radicals are trapped by a, b-unsaturated ketones yielding monoprotected 1,4-diketones. 19 Shi et al 20 reported that cyclic acetals were used as hydrogen donors for bimolecular photoinitiating systems, and 1,3-benzodioxole (BDO) was used as a coinitiator, replacing the conventional amine for dental composites.…”

Section: Introductionmentioning

confidence: 99%

Cyclic acetals as coinitiators in CQ-induced photopolymerizations

Wang

Qin

et al. 2010

Polym J

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A series of cyclic acetals were investigated with regard to their ability to function as coinitiators in free-radical photopolymerization induced by camphorquinone (CQ). Among these cyclic acetals, the reactivity of 2-hexyl-1,3-benzodioxole (HBDO) was the highest, according to the quantum yield of CQ. However, the most efficient coinitiator was l,3-benzodioxolane, which has a reactivity significantly exceeding that of HBDO. The polymerization efficiency of the coinitiators did not correlate with the efficiency of the photoinduced formation of the initiating radicals. The reasons for this lack of correlation were discussed in terms of how the reactivity of the radicals formed affected the various stages of polymerization. Further studies with a cleavage-type photoinitiator in the presence of cyclic acetals provided supporting evidence for the role of the chaintransfer reaction in the polymerization of the CQ/cyclic acetal systems.

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Section: Introductionmentioning

confidence: 99%

Cyclic acetals as coinitiators in CQ-induced photopolymerizations

Wang

Qin

et al. 2010

Polym J

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Effect of cyclic acetals structure on efficiency of photoinitiation

Wang

Han

Shi

et al. 2009

Polymers for Advanced Techs

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Cyclic acetals were proposed as free radical polymerization photoinitiators or co‐initiators. The photopolymerization kinetics was recorded by real‐time infrared spectroscopy (RTIR). 2‐proply‐1,3‐benzodioxole (PBDO) and 2‐hexyl‐1,3‐benzodioxole (HBDO) were efficient photoinitiators for the polymerization of 1,6‐hexanedioldiacrylate (HDDA). Polymerization occurred at the highest rate with 1,3‐benzodioxolane (BDO) as a co‐initiator. When 1.82 wt % benzophenone (BP) was used as a photoinitiator, the addition of PBDO increased the rate of polymerization (Rp) and the final double bond conversion (DCf) of HDDA, and an optimum cure rate (0.982 min−1) was obtained at 1.64 wt % of PBDO. Combination of p‐chlorobenzophenone (CBP) and PBDO had the highest initiating reactivity. Cyclic acetals were inefficient co‐initiators for isopropylthioxanthone (ITX). Copyright © 2009 John Wiley & Sons, Ltd.

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Photoinduced electron transfer polymerization

Timpe

1990

Topics in Current Chemistry

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Cyclic acetal-photosensitized polymerization—15. Photopolymerization of maleic anhydride in the presence of 2,4,8,10-tetraoxaspiro[5,5]undecane compounds

Cited by 6 publications

References 4 publications

Cyclic acetals as coinitiators in CQ-induced photopolymerizations

Cyclic acetals as coinitiators in CQ-induced photopolymerizations

Effect of cyclic acetals structure on efficiency of photoinitiation

Photoinduced electron transfer polymerization

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