Syntheses of novel photosensitive polymers with pendant photosensitive group and photosensitizer group

Nishikubo, Tadatomi; Iizawa, Takashi; Yamada, Minoru

doi:10.1002/pol.1981.130190404

Cited by 9 publications

(1 citation statement)

References 11 publications

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“…(2) and poly[(cinnamoyloxymethyl)styrene]-co-(enitro-1-naphthyloxymethyl)styrene]C) (3) were synthesized by the reaction of poly[(chloromethyl)styrene] d), which was prepared by radical polymerization of chloromethylated styrene (40% meta-and 60% para-isomers) using 2,2'-azoisobutyronitrile as initiator, with the corresponding amount of potassium cinnamate, potassium 4-nitrophenoxide or potassium 4-nitro-1-naphtholate in DMF, using a phase transfer catalyst as described in a previous repod). Poly[2-(cinnamoyloxy )ethyl vinyl etherIe) (4), poly-[2-(cinnamoyloxy) ethyl vinyl ether-co-2-(4-nitrophenoxy)ethyl vinyl ether] (5) and poly[2-(cinnamoyloxy)ethyl vinyl ether-co-2-(4-nitro-l -naphthyloxy)ethyl vinyl ether] g) (6) were likewise prepared by reaction of poly[2-(chloro)ethyl vinyl ether] h, with potassium cinnamate, potassium 4-nitrophenoxide or potassium 4-nitro-1-naphtholate by a method similar to the syntheses of polymers 1 -3*).…”

Section: Photosensitive Polymers Containing Pendant Cinnamic Ester Momentioning

confidence: 99%

Study of photopolymers, 25. Photochemical reaction of dilute solutions of polymers containing pendant cinnamic ester moieties and photosensitizing groups

et al. 1985

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Rates of photochemical reactions of polymers containing pendant cinnamic ester moieties and photosensitizing 4-nitrophenoxy or 4-nitro-1 -naphthyloxy groups were determined in dilute benzene and tetrahydrofuran solutions. The rate of photodimerization of the polymers obeys first order kinetics in diluted solution and is affected by the type and content of pendant photosensitizing groups and by the structure of the polymer skeleton. By comparison of the rate of photodimerization of three homopolymers and six copolymers, it could be concluded that the polymers consisting of flexible segments have a higher rate of photodimerization than those made of rigid segments. a) Part 24: ~f .~) . b, Poly[I -(cinnamoyloxy)ethylene].

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Section: Photosensitive Polymers Containing Pendant Cinnamic Ester Momentioning

confidence: 99%

Study of photopolymers, 25. Photochemical reaction of dilute solutions of polymers containing pendant cinnamic ester moieties and photosensitizing groups

et al. 1985

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Synthesis and photochemical properties of novel multifunctional photopolymers with both pendant epoxy groups and phenacyl ester groups

Inomata¹,

Kawasaki

Kameyama

et al. 2001

J. Polym. Sci. A Polym. Chem.

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Novel multifunctional photopolymers with both pendant epoxy groups and phenacyl ester groups were synthesized by the one‐pot method for the reaction of poly(methacrylic acid) with epibromohydrin; this was followed by a reaction with phenacylbromide with 1,8‐diazabicyclo‐[5.4.0]undecene‐7 as a condensation reagent. These esterification reactions proceeded smoothly and quantitatively under mild conditions. Moreover, the photochemical reactions of the resulting polymers were evaluated by UV and IR spectroscopy. The pendant phenacyl ester groups were photocleaved to give corresponding carboxyl groups, and then the produced carboxyl groups reacted with pendant epoxy groups. Furthermore, the baking process promoted a crosslinking reaction because of the addition reaction of epoxy groups with carboxyl groups after irradiation. It was also proven that the photochemical reactivity of the resulting polymers was affected by the structure of the phenacyl ester group. © 2001 John Wiley & Sons, Inc. J Polym Sci A: Polym Chem 39: 530–538, 2001

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Study of photopolymers, 18. Synthesis and photochemical reaction of novel polymers with pendant photosensitive and photosensitizing groups

et al. 1983

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Self-sensitized photosensitive polymers with pendant photosensitive and photosensitizing groups were prepared by reaction of polystyrene containing pendant chloromethyl and photosensitizing groups, with the potassium salts of photosensitive compounds such as cinnamic acid, crotonic acid, or 2-cyano-3-(a-styryl)acrylic acid in DMF using tetrabutylammonium bromide as phase transfer catalyst. The photochemical reactivity and the practical photosensitivity of the resulting polymers were measured by IR spectrometry and by the gray-scale method, respectively. Pendant 4-nitro-1 -naphthyloxy and 4-nitrophenoxy groups in the polymers show the highest photosensitizing activity for pendant cinnamoyl groups. The photochemical reactivity and the sensitivity of these polymers are affected by the content of photosensitizing units in the polymer skeleton, the glass transition temperature of the polymers, however, is not influenced. Pendant 2-benzoylbenzoyl groups act as excellent photosensitizers for pendant crotonoyl groups, however, the photochemical reactivity of this polymer was found to be lower than that of the polymer with pendant cinnamoyl and suitable photosensitizing groups. Pendant 2-cyano-3-(a-styryl)acryloyl groups in the polymer, which exhibit high photochemical activity, are also sensitized by pendant methyleosin moieties.

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Syntheses of novel photosensitive polymers with pendant photosensitive group and photosensitizer group

Cited by 9 publications

References 11 publications

Study of photopolymers, 25. Photochemical reaction of dilute solutions of polymers containing pendant cinnamic ester moieties and photosensitizing groups

Study of photopolymers, 25. Photochemical reaction of dilute solutions of polymers containing pendant cinnamic ester moieties and photosensitizing groups

Synthesis and photochemical properties of novel multifunctional photopolymers with both pendant epoxy groups and phenacyl ester groups

Study of photopolymers, 18. Synthesis and photochemical reaction of novel polymers with pendant photosensitive and photosensitizing groups

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