Photoreactions of trans-poly(vinyl cinnamate) and low molecular weight model compounds—Part I

Frings, R.B.; Schnabel, W.

doi:10.1016/0144-2880(83)90047-7

Cited by 11 publications

(3 citation statements)

References 13 publications

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“…The high efficiency and conversion could be indicative of a high preordering of the chromophores in the films. However, this result is unexpected because photocrosslinking via [2+2] photocycloaddition usually leads to isolated nonreactive photosensitive groups 13–17…”

Section: Resultsmentioning

confidence: 99%

“…Polymers containing cinnamate groups show a complex behavior that results from the competition between E / Z photoisomerization and [2+2] photocycloaddition, both of which depend on matrix effects. In particular, [2+2] photocycloaddition reactions result in a stabilization of the induced structure due to photocrosslinking, which leads to higher temperature and solvent stability of the anisotropic films 13–17…”

Section: Introductionmentioning

confidence: 99%

“…The photochemistry of poly(vinyl cinnamate), one of the first photoresist materials, has therefore been well studied both from the fundamental point of view in polymer photochemistry13–17 and as an aligning layer for liquid‐crystal displays 18. Liquid‐crystalline polymers with cinnamoyl groups, either in the side or in the main chain, show marked differences in behavior in a comparison of solutions and films, and these differences are caused by ordering and molecular aggregation 19–21.…”

Section: Introductionmentioning

confidence: 99%

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Photoreactive main‐chain liquid‐crystalline polyesters: Synthesis, characterization, and photochemistry

Tejedor

Oriol

Piñol

et al. 2005

J. Polym. Sci. A Polym. Chem.

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Three series of semiflexible and rigid main-chain polyesters containing photoreactive mesogenic units derived from p-phenylenediacrylic acid (PDA) and cinnamic acid have been synthesized by high-temperature polycondensation. The thermal and mesomorphic properties of the polymers have been determined. The photochemical behavior of polymer P-[1]-T, which contains a PDA unit, has been studied both in solution and in films. In solution, [2þ2] photocycloaddition, E/Z photoisomerization, and photo-Fries rearrangement can take place. In contrast, the dominant process in spin-coated films is the [2þ2] photocycloaddition reaction, which causes crosslinking of the polymer. In films, the photochemistry and induction of anisotropy are strongly influenced by the aggregation of the PDA phenylester unit. A dichroism of about 0.2 has been induced in films by irradiation with linearly polarized UV light, and thus the capability of these films to induce optical anisotropy and align liquid crystals has been demonstrated. Liquid-crystalline cells have been made with polarized irradiated films of P-[1]-T as aligning layers. A commercial liquidcrystalline mixture has been used for this study, and a similar liquid-crystalline order determined by polarized Fourier transform infrared to a commercial cell with rubbed polyimide as an aligning layer has been detected. Because of crosslinking of the irradiated P-[1]-T photoaligning layer, the photoinduced anisotropy is stable at high temperatures, and the liquid-crystalline molecules are insoluble in the irradiated polymer. V V C 2005 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 43: 4907-4921, 2005

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Section: Resultsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

See 1 more Smart Citation

Photoreactive main‐chain liquid‐crystalline polyesters: Synthesis, characterization, and photochemistry

Tejedor

Oriol

Piñol

et al. 2005

J. Polym. Sci. A Polym. Chem.

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Some aspects of the reactivity of photo‐dimerizable esters grafted onto silicone main chain polymers

et al. 1991

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The reactivity under UV light and at room temperature of two series of photo-crosslinkable silicone polymers containing pendant cinnamic or a-cyano-8-styrylacrylic a) (CSA) esters was examined by means of UV spectroscopy. Two types of behaviour were evidenced on the basis of qualitative spectrum observation and quantitative measurements of reaction rates. Polymers with trans-cinnamic pendant groups were found to undergo during the first moments of 280 nm irradiation a fast photo-isomerization, preceding the dimerization process which takes place with a smaller rate. The mobility of the reactive cinnamic chromophores attached to the highly flexible silicone main chain leads to a collision-controlled process contrasting with the behaviour of the polymers containing more polar CSA esters. In this case, a clean dimerization with high reversibility suggests a matrix-controlled process. This is supported by kinetic data indicating a levelled reactivity for several polymers containing different amounts of CSA esters.

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Initiated Chemical Vapor Deposition and Light‐Responsive Cross‐Linking of Poly(vinyl cinnamate) Thin Films

Petruczok

Armagan

İnce

et al. 2014

Macromol. Rapid Commun.

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The first vapor-phase deposition of poly(vinyl cinnamate) (PVCin) is reported. Initiated chemical vapor deposition (iCVD) is used to synthesize PVCin thin films with an average thickness of 100 nm. Free radical polymerization and cyclization reactions compete during the deposition process, with approximately 45% of the repeat units undergoing cyclization. Exposure to UV light (λ = 254 nm) induces dimerization (cross-linking) of the PVCin, which is quantified using spectroscopic techniques. Approximately 90% of the free cinnamate moieties are dimerized at a UV dose of 300 mJ cm(-2) . PVCin is also incorporated into a copolymer with N-isopropylacrylamide, which exhibits a characteristic change in hydrophilicity with temperature. The copolymer is selectively cross-linked through a mask, and reversible swelling of patterns with 30 μm resolution is demonstrated by submerging the film in water.

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Photoreactions of trans-poly(vinyl cinnamate) and low molecular weight model compounds—Part I

Cited by 11 publications

References 13 publications

Photoreactive main‐chain liquid‐crystalline polyesters: Synthesis, characterization, and photochemistry

Photoreactive main‐chain liquid‐crystalline polyesters: Synthesis, characterization, and photochemistry

Some aspects of the reactivity of photo‐dimerizable esters grafted onto silicone main chain polymers

Initiated Chemical Vapor Deposition and Light‐Responsive Cross‐Linking of Poly(vinyl cinnamate) Thin Films

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