Synthesis and photoinitiating ability of substituted 4,5-di-tert-alkyl-o-benzoquinones in radical polymerization

Zherebtsov, M. A.; Zhiganshina, E. R.; Len’shina, N. A.; Kovylin, Roman S.; Баранов, Е. В.; Shushunova, N. Yu.; Shurygina, M. P.; Arsenyev, Maxim V.; Чесноков, С. А.; Cherkasov, V. K.

doi:10.1007/s11172-021-3151-1

Cited by 7 publications

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“…These are related to the photopolymerization rate [22], which can be set by both the nature of the photoinitiator and the intensity of the actinic radiation. The transition to systems sensitive to visible radiation is usually associated with the use of quinone photoinitiators [23][24][25][26][27]. These are type II photoinitiators.…”

Section: Introductionmentioning

confidence: 99%

Pore Structure Tuning of Poly-EGDMA Biomedical Material by Varying the O-Quinone Photoinitiator

et al. 2023

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Porous polymer monoliths with thicknesses of 2 and 4 mm were obtained via polymerization of ethylene glycol dimethacrylate (EGDMA) under the influence visible-light irradiation in the presence of a 70 wt% 1-butanol porogenic agent and o-quinone photoinitiators. The o-quinones used were: 3,5-di-tret-butyl-benzoquinone-1,2 (35Q), 3,6-di-tret-butyl-benzoquinone-1,2 (36Q), camphorquinone (CQ), and 9,10-phenanthrenequinone (PQ). Porous monoliths were also synthesized from the same mixture but using 2,2′-azo-bis(iso-butyronitrile) (AIBN) at 100 °C instead o-quinones. According to the results of scanning electron microscopy, all the resulting samples were conglomerates of spherical, polymeric particles with pores between them. Use of mercury porometry showed that the interconnected pore systems of all the polymers were open. The average pore size, Dmod, in such polymers strongly depended on both the nature of the initiator and the method of initiation of polymerization. For polymers obtained in the presence of AIBN, the Dmod value was as low as 0.8 μm. For polymers obtained via photoinitiation in the presence of 36Q, 35Q, CQ, and PQ, the Dmod values were significantly greater, i.e., 9.9, 6.4, 3.6, and 3.7 μm, respectively. The compressive strength and Young’s modulus of the porous monoliths increased symbatically in the series PQ < CQ < 36Q < 35Q < AIBN with decreasing proportions of large pores (over 12 μm) in their polymer structures. The photopolymerization rate of the EGDMA and 1-butanol, 30:70 wt% mixture was maximal for PQ and minimal for 35Q. All polymers tested were non-cytotoxic. Based on the data from MTT testing, it can be noted that the polymers obtained via photoinitiation were characterized by their positive effect on the proliferative activity of human dermal fibroblasts. This makes them promising osteoplastic materials for clinical trials.

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