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D‐π‐a‐type oxime sulfonate photoacid generators for cationic polymerization under UV–visible LED irradiation
Journal of Polymer Science Part A: Polymer Chemistry Pub Date : 2018-03-12 , DOI: 10.1002/pola.28996 Ming Jin 1 , Ruchun Zhou 1 , Man Yu 1 , Haiyan Pan 1 , Decheng Wan 1
Journal of Polymer Science Part A: Polymer Chemistry Pub Date : 2018-03-12 , DOI: 10.1002/pola.28996 Ming Jin 1 , Ruchun Zhou 1 , Man Yu 1 , Haiyan Pan 1 , Decheng Wan 1
Affiliation
Four D‐π‐A‐type nonionic oxime sulfonate photoacid generators (PAGs) have been designed and synthesized for use in light‐emitting diode (LED) excitable cationic photoinitiators, in which N,N‐diphenylamino was used as electron donor with trifluoroacetophenone‐based oxime sulfonates (trifluoromethanoesulfonate and p‐toluenesulfonate) as electron acceptor and substituted fluorene and biphenyl groups as the π‐conjugated systems. PAG‐Ben‐Tol (with biphenyl and p‐toluenesulfonate) and PAG‐Flu‐Tol (with fluorene and p‐toluenesulfonate) showed high quantum yields of photoacid generation (0.33–0.50) and very good thermal stability (over 250 °C). The absorbance spectra of these PAGs were consistent with the emission spectra of commercially gained UV–visible LED light sources. The potential of these PAGs for cationic photoinitiators was tested in two cationic monomer systems. These PAGs needed low light intensity and low concentration for photopolymerization with high conversions of monomer, for example, over 80%, gained at 3.0 mW cm−2 from 365 to 470 nm LEDs. The photochemical mechanisms of these PAGs are comprehensively investigated and discussed in detail. © 2018 Wiley Periodicals, Inc. J. Polym. Sci., Part A: Polym. Chem. 2018, 56, 1146–1154
中文翻译:
D-π-a型肟磺酸酯光酸发生剂,用于紫外可见LED辐射下的阳离子聚合
已设计并合成了四种D-π-A型非离子型肟磺酸光酸盐产生剂(PAG),用于发光二极管(LED)的可激发阳离子光引发剂,其中N,N-二苯氨基与三氟乙酰苯酮一起用作电子供体。基于肟的磺酸盐(三氟甲磺酸盐和对甲苯磺酸盐)作为电子受体,取代的芴基和联苯基作为π共轭体系。PAG-Ben-Tol(含联苯和对甲苯磺酸盐)和PAG-Flu-Tol(含芴和对甲苯磺酸)甲苯磺酸盐)显示出高的光酸产生量子产率(0.33–0.50)和非常好的热稳定性(超过250°C)。这些PAG的吸收光谱与商业获得的紫外可见LED光源的发射光谱一致。在两个阳离子单体体系中测试了这些PAG对阳离子光引发剂的潜力。这些PAG需要低光强度和低浓度以用于光聚合以及从365到470nm的LED在3.0mW cm -2处获得的例如80%以上的单体的高转化率。对这些PAG的光化学机理进行了全面的研究和详细讨论。©2018 Wiley Periodicals,Inc.J.Polym。科学,A部分:Polym。化学 2018,56,1146-1154
更新日期:2018-03-12
中文翻译:
D-π-a型肟磺酸酯光酸发生剂,用于紫外可见LED辐射下的阳离子聚合
已设计并合成了四种D-π-A型非离子型肟磺酸光酸盐产生剂(PAG),用于发光二极管(LED)的可激发阳离子光引发剂,其中N,N-二苯氨基与三氟乙酰苯酮一起用作电子供体。基于肟的磺酸盐(三氟甲磺酸盐和对甲苯磺酸盐)作为电子受体,取代的芴基和联苯基作为π共轭体系。PAG-Ben-Tol(含联苯和对甲苯磺酸盐)和PAG-Flu-Tol(含芴和对甲苯磺酸)甲苯磺酸盐)显示出高的光酸产生量子产率(0.33–0.50)和非常好的热稳定性(超过250°C)。这些PAG的吸收光谱与商业获得的紫外可见LED光源的发射光谱一致。在两个阳离子单体体系中测试了这些PAG对阳离子光引发剂的潜力。这些PAG需要低光强度和低浓度以用于光聚合以及从365到470nm的LED在3.0mW cm -2处获得的例如80%以上的单体的高转化率。对这些PAG的光化学机理进行了全面的研究和详细讨论。©2018 Wiley Periodicals,Inc.J.Polym。科学,A部分:Polym。化学 2018,56,1146-1154