The crystal and molecular structure of p-phenylenediacrylic acid diethyl ester

Nakanishi, Hachiro; Ueno, Keiji; Sasada, Yoshio

doi:10.1107/s056774087800775x

Cited by 18 publications

(7 citation statements)

References 7 publications

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“…The ester O atom with lone-pair electrons approaches the benzene ring. A similar type of intermolecular contact between electron-rich and electrondeficient moieties has been observed in other photopolymerizable crystals (Nakanishi, Ueno & Sasada, 1978).…”

supporting

confidence: 75%

p-Phenylenediacrylic acid dimethyl ester (pPDAMe), a photopolymerizable crystal

Ueno¹,

Nakanishi²,

Hasegawa³

et al. 1978

Acta Crystallogr Sect B

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supporting

confidence: 75%

p-Phenylenediacrylic acid dimethyl ester (pPDAMe), a photopolymerizable crystal

Ueno¹,

Nakanishi²,

Hasegawa³

et al. 1978

Acta Crystallogr Sect B

Self Cite

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“…2). Despite the [16] 27.40 3.939 7.655 + 12 [17] 28.88 3.941 7.364 + 13 [18] 30.11 3.970 7.399 + 14 [19] 37 short distances between neighboring molecules both compounds proved to be photostable. In contrast to the cinnamic acids our systems are twice as large and therefore more rigid in the crystal.…”

Section: Molecular Parametersmentioning

confidence: 90%

Molecular structures and packing arrangements of five 2,5-bis(aryl-2-vinyl)-1,4-dimethoxybenzene derivatives

1994

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The crystal and molecular structures of five 2,5-bis(aryl-2-vinyl)-l,4-dimethoxybenzene derivatives la-le were determined by X-ray diffraction with respect to topochemical aspects. We found three types of packing arrangements: (1) a-type packing with 7 A. stacking axes, (2) /3-type packing with 4 A, stacking axes and (3) a third intermediate packing type. The intermolecular distances between the vinylic double bonds of all derivatives exceed the limits of 4 A. in the crystals. Therefore photochemical [2 +2]cycloadditions were not observed in the crystals of these compounds. A correlation between the inclination angle of the molecular plane to the stacking axis and the separation between potentially reactive double bonds was detected.

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“…The resulting copolyesters undergo photochemical [2+2]‐cycloadditions upon UV irradiation. Although the photochemistry of PBA monomer has been thoroughly elucidated,7–12 the steric requirements of the cycloaddition reaction were thought to be too stringent for cycloaddition to occur between cinnamoyl units in an amorphous polymer 1, 11. Although this view was supported by early research, subsequent research has shown that compounds containing cinnamoyl units do react in the amorphous regions.…”

Section: Introductionmentioning

confidence: 99%

Crosslinking studies on poly(ethylene terephthalate‐co‐1,4‐phenylene bisacrylate)

Vargas

Collard

et al. 2003

J of Applied Polymer Sci

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Several compositionally different poly(ethylene terephthalate-co-1,4-phenylene bisacrylate) (PETPBA) copolymers were melt spun into fibers. The resulting fibers were subjected to UV irradiation to induce crosslinking. Evidence of crosslinking was obtained from FTIR, solid-state 13 C-NMR, thermal analysis, and solubility. Irradiation of the fiber results in an increased glass-transition temperature, reduced thermal shrinkage, and enhanced modulus retention at elevated temperature.

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The crystal and molecular structure of p-phenylenediacrylic acid diethyl ester

Cited by 18 publications

References 7 publications

p-Phenylenediacrylic acid dimethyl ester (pPDAMe), a photopolymerizable crystal

p-Phenylenediacrylic acid dimethyl ester (pPDAMe), a photopolymerizable crystal

Molecular structures and packing arrangements of five 2,5-bis(aryl-2-vinyl)-1,4-dimethoxybenzene derivatives

Crosslinking studies on poly(ethylene terephthalate‐co‐1,4‐phenylene bisacrylate)

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