Crystal packing and reactivity of di(meth)acrylates of some derivatives of hydroquinone and pyrocatechol in melts

• Published in: Polymer science. Series B 2010-04, Vol.52 (3-4), p.203-213
• Main Authors: Zakharina, M. Yu, Fukin, G. K., Chesnokov, S. A., Mamysheva, O. N., Chechet, Yu. V., Shaplov, A. S., Abakumov, G. A.
• Format: Article
• Language: English
• Subjects: Chemistry; Chemistry and Materials Science; Conversion; Crystals; Derivatives; Diffraction; Fragments; Melts; Oligomers; Photopolymerization; Polymer Sciences; Polymerization
• ISSN: 1560-0904; 1555-6123
• DOI: 10.1134/S1560090410030115

The X-ray diffraction study of 2,2′-(1,2-phenylene-bis(oxy)diethanol and 2,2′-(1,4-phenylenebis(oxy)diethanol dimethacrylates and 2,2′-(1,4-phenylenebis(oxy)diethanol diacrylate ( T m = 40–42, 68–70, and 62–64°C, respectively) indicates that oligomer molecules are packed in crystals as stacks in which methacrylate fragments of adjacent molecules are parallel to each other. The minimum distances between the centers of C=C double bonds of adjacent methacrylate fragments in crystals of di(meth)acrylates are 4.373, 4.215, and 3.996 respectively. The conversion dependences of the reduced rates of photopolymerization of melted oligomers (9,10-phenanthrenequinone as a photoinitiator) pass through maxima at conversions of 40, 11, and 2%, while the ultimate conversions are 85, 33, and 73%, respectively. The addition of ionic liquids based on phosphonium and imidazolium cations to dimethacrylates of 2,2′-(1,2-phenylenebis(oxy)diethanol and triethylene glycol increases the maximum reduced rate of photopolymerization.