Novel Epoxynorbornane Monomers. 2. Cationic Photopolymerization

Crivello, James V.; Narayan, Ramesh

doi:10.1021/ma951056u

Cited by 28 publications

(25 citation statements)

References 8 publications

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“…The conversion rates are derived from the changes in the infrared absorption bands of the monomer. The regions of interest correspond to the decrease in the epoxide absorption bands in the 800-900 cm -1 region which corresponds to the C-H bond stretching vibration of epoxide and to the increase of the peaks at 1050-1150 cm -1 assigned to the absorption of the (C-O-C) groups in the poly(ether) which is produced upon photopolymerization 64,65 .…”

Section: Instrumentation and Methodsmentioning

confidence: 99%

Two-photon lithography in visible and NIR ranges using multibranched-based sensitizers for efficient acid generation

et al. 2014

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We investigated methodically the one- and two-photon absorption properties of a series of multibranched triphenylamine-based chromophores incorporating 4-(methylthio)styryl fragments as external substituents. Some relevant structure–property relationships relative to these highly fluorescent compounds have been derived based on emission anisotropy measurements, quantum chemical calculations and the use of the exciton coupling theory. Even though branching effects lead to a cooperative enhancement of the two-photon absorption (2PA), all compounds exhibit relatively low-to-moderate 2PA cross-sections (δ ≤ 100 GM) in the NIR region. However, the ‘so-called’ one-photon resonance enhancement effect leads to a remarkable increase of δ by more than one order of magnitude in the visible range. This strong 2PA ability has been associated with an efficient photosensitization of iodonium salt to elaborate a new bicomponent photoacid generator, which is readily two-photon activable at 532 nm. In the visible range, the strong enhancement of the efficiency of the two-photon induced polymerization is clearly demonstrated as compared with that observed in the NIR region

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Section: Instrumentation and Methodsmentioning

confidence: 99%

Two-photon lithography in visible and NIR ranges using multibranched-based sensitizers for efficient acid generation

et al. 2014

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“…эпоксидирование непредельных мостиковых углеводородов с участием экологически более чистых окислителейкислорода воздуха или пероксида водорода в настоящее время продолжает привлекать внимание исследователей. Имеется ряд сообщений об использовании этих соединений в качестве мономеров для получения полимеров спецназначения, композиционных материалов, применяемых в электротехнике и медицине [1][2][3].…”

Section: селективноеunclassified

Combined Reactions of Norbornene Epoxide and Cyclohexenol Production Involving a Molybdenum-Containing Carbon Material

Garibov¹,

Alimardanov²,

Sadigov³

et al. 2017

Chemical Problems

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The reaction of the combined production of norbornene epoxide and cyclohexenol in the presence of molybdenum-containing carbon material has been studied. It revealed that the activity of cyclohexenyl hydroperoxide in the reaction of cycloolefins epoxidation yields no hydroperoxides of tret-butyl and isopropylbenzene applied in the industry. The use of cyclohexen hydroperoxide in the reaction ensures high yield of epoxynorbornar at lower temperature 80 0 С as compared with other hydroperoxide. Together with the epoxide, we have a valuable compound used as synthon-cyclohex-1-en-3-ol.

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“…The kinetics of photopolymerizations of the monomers were studied by IR spectroscopy. The decrease upon UV exposure of the IR absorption bands characteristic of epoxy groups at 865 cm −1 and 910 cm −1 was recorded [12,13]. The degree of conversion of the epoxy groups at any time during the UV irradiation was established by measuring the peak height under the specific absorption band according to equation (1):…”

Section: Polymerizationmentioning

confidence: 99%

Study of Reactivity of 3-[{Oxiran-2-yl)methoxy}methyl]-9-ethyl-9H-carbazole in Cationic Photopolymerization

Lazauskaité

Simokaitienė

Buika

et al. 2009

Designed Monomers and Polymers

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A new monomer, 3-[{(oxiran-2-yl)methoxy}methyl]-9-ethyl-9H -carbazole (OMEC), was synthesized by the reaction of 9-ethyl-3-(hydroxymethyl)carbazole with (1-chloromethyl)oxirane in the presence of KOH. Cationic photopolymerization of OMEC initiated with diphenyliodonium tetrafluoroborate (DPIB), cyclopropyldiphenylsulfonium tetrafluoroborate (CPB) and (η 5 -2,4-cyclopentadien-1-yl) [(1,2,3,4,5-η)-(1-methylethyl) benzene]-iron (+)-hexafluorophosphate (−1) (Irgacure 261) was studied. The initiator exponent was established for the photopolymerization of OMEC initiated with DPIB. The influence of the temperature and oxidizing agent benzoyl peroxide on the polymerization rate and the conversion limit of OMEC photopolymerization initiated with Irgacure 261 is discussed. An activation energy value of 17 kJ/mol was estimated for OMEC when photopolymerization was initiated with Irgacure 261. Postpolymerization reactions of OMEC were studied.

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Novel Epoxynorbornane Monomers. 2. Cationic Photopolymerization

Cited by 28 publications

References 8 publications

Two-photon lithography in visible and NIR ranges using multibranched-based sensitizers for efficient acid generation

Two-photon lithography in visible and NIR ranges using multibranched-based sensitizers for efficient acid generation

Combined Reactions of Norbornene Epoxide and Cyclohexenol Production Involving a Molybdenum-Containing Carbon Material

Study of Reactivity of 3-[{Oxiran-2-yl)methoxy}methyl]-9-ethyl-9H-carbazole in Cationic Photopolymerization

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