Anthracene-containing di- and tricyanoethylenes as photoinitiators of free radical photopolymerization

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The effect of an additional cyano group in A-π-D dyes on optical, electrochemical, and radical polymerization initiating properties was demonstrated using anthracene-containing di- and tricyanoethylenes. It is shown that the transition from the di- to the tricyanoethylene derivative leads to a shift in the reduction potential by 0.47 V to the anodic region, a bathochromic shift of the long-wave absorption band from λmax = 427 nm to λmax = 525 nm in acetonitrile, and also to an increase in the initiation efficiency (maximum rate) of the polymerization of dimethacrylate OKM-2 under the action of LED@405 nm radiation by more than 5 times.

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作者简介

E. Zhiganshina

Federal State Budgetary Scientific Institution G.A. Razuvaev Institute of Organometallic Chemistry of the RAS

编辑信件的主要联系方式.
Email: zhiganshinae@mail.ru
俄罗斯联邦, Nizhny Novgorod

T. Lyubova

Federal State Budgetary Scientific Institution G.A. Razuvaev Institute of Organometallic Chemistry of the RAS

Email: zhiganshinae@mail.ru
Nizhny Novgorod

S. Lermontova

Federal State Budgetary Scientific Institution G.A. Razuvaev Institute of Organometallic Chemistry of the RAS

Email: zhiganshinae@mail.ru
俄罗斯联邦, Nizhny Novgorod

A. Tarakanova

Federal State Budgetary Scientific Institution G.A. Razuvaev Institute of Organometallic Chemistry of the RAS

Email: zhiganshinae@mail.ru
俄罗斯联邦, Nizhny Novgorod

L. Klapshina

Federal State Budgetary Scientific Institution G.A. Razuvaev Institute of Organometallic Chemistry of the RAS

Email: zhiganshinae@mail.ru
俄罗斯联邦, Nizhny Novgorod

S. Chesnokov

Federal State Budgetary Scientific Institution G.A. Razuvaev Institute of Organometallic Chemistry of the RAS

Email: zhiganshinae@mail.ru
俄罗斯联邦, Nizhny Novgorod

M. Arsenyev

Federal State Budgetary Scientific Institution G.A. Razuvaev Institute of Organometallic Chemistry of the RAS

Email: zhiganshinae@mail.ru
俄罗斯联邦, Nizhny Novgorod

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2. Scheme 1

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3. Fig. 1. CVA curves of Ant-2CN (a) and Ant-3CN (b) dyes. MeCN, Ag/AgCl/KCl(sat.), 0.1 M (NBu4ClO4), scanning speed – 200 mV/s.

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4. Fig. 2. Electronic absorption spectra of Ant-2CN (1) and Ant-3CN (2) in acetonitrile. [dye] = 10–4 M, cuvette thickness 1 cm.

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5. Fig. 3. Changes in electronic absorption spectra upon irradiation of solutions with light λ = 395 nm: Ant-3CN (total irradiation time 60 min) (a), Ant-2CN – DMCGA (total irradiation time 60 min) (b), Ant-3CN – DMCGA (total irradiation time 15 min) (c), Ant-2CN – DMCGA (light and dark stages) (d).

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6. Fig. 4. Kinetic curves of photopolymerization of OKM-2 in the presence of: Ant-2CN (1), Ant-3CN (2), Ant-2CN – DMCGA (3), Ant-3CN – DMCGA (4). [dye] = 0.018 M, [amine] = 0.18 M. LED@405 nm, P = 33 mW/cm2. Air.

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