Monitoring the Acidolytic Behavior of a Latent Pigment Enhanced by an Acid Amplifier in Polymer Films
Monitoring the Acidolytic Behavior of a Latent Pigment Enhanced by an Acid Amplifier in Polymer Films
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监测聚合物薄膜中酸放大器增强的潜在颜料的酸解行为
DOI：
10.2494/photopolymer.13.221
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发表时间：
2000
期刊：
影响因子：
--
通讯作者：
K. Ichimura
中科院分区：
文献类型：
--
作者：
M. Tahara;K. Arimitsu;Sang Wok Park;Sungeun Lee;K. Ichimura
潜颜料的概念已经被提出来将不溶性母体颜料均匀地分散在油漆、塑料、印刷油墨等中。[ 1 ]潜颜料是具有保护基团的可溶性前体，可以通过聚合物基质中的酸催化反应去除，导致不溶性颜料的再生（方案1）。[2]然而，关于在聚合物膜中用光酸产生剂敏化的潜在颜料的酸解行为的详细信息是有限的。另一方面，我们提出了由酸敏感化合物组成的酸增殖的概念，称为酸放大剂。[3-10]预期将酸放大剂添加到用光酸产生剂敏化的潜在颜料中导致其酸催化转化为相应颜料的增强（方案2）。我们主要关注的是监测聚合物膜中潜在颜料的酸解行为，并在酸放大剂的存在下增强潜在颜料到母体颜料的光诱导转化。根据文献[11]合成作为潜在颜料的BOC-靛蓝（1）。聚合物溶液通过溶解聚[（α-甲基）苯乙烯]（PMSt）（0.1 g/1.0 mL），1（相对于聚合物为25重量%）、联苯-[4-（2-甲氧基苯基）-2-（三氟甲基）苯基]-2-（三氟甲基）-2-（三氟甲基）苯基六氟锑酸苯硫基苯锍（DPS，6wt%，相对于聚合物）作为光酸产生剂，顺式1-苯基-2-甲基-苯并咪唑（cisl -phenyl-2-（对甲苯磺酰氧基）-1-环己醇3（相对于聚合物为6或11重量%）作为环戊酮中的酸放大剂。将该溶液旋涂在CaF 2基底上，并在热台上在110 °C下烘烤60秒。将膜暴露于从Hg-Hg 2灯获得的313 nm光，并用CaF 2基底覆盖以抑制1和酸性物质的蒸发。将覆盖有CaF 2基材的膜在110 °C下加热，并每隔一段时间进行UV/维斯和IR吸收测量以监测1的酸解行为。方案1. 1的酸催化脱保护。方案2.光诱导的
The concept of latent pigments has been proposed to disperse the insoluble parent pigment homogeneously in paints, plastics, printing inks, and so on. [ 1 ] Latent pigments are soluble precursors with protective groups, which can be removed by acid-catalyzed reactions in polymer matrices, leading to the regeneration of insoluble pigments (Scheme 1).[2] However, detailed information concerning the acidolytic behavior of latent pigments sensitized with a photoacid generator in polymer films has been limited. On the other hand, we proposed the concept of acid proliferations comprised of acid-sensitive compounds referred to as acid amplifiers.[3-10] It is anticipated that the addition of the acid amplifiers to latent pigments sensitized with a photoacid generator leads to the enhancement of their acid-catalyzed transformation to the corresponding pigments (Scheme 2). Our primary concern here is to monitor the acidolytic behavior of latent pigments in polymer films and to enhance their photoinduced transformation of latent pigments into parent pigments in the presence of an acid amplifier. BOC-Indigo (1) as a latent pigment was synthesized according to the literature [1 1 ]. A polymer solution was prepared by dissolving poly[(a-methyl)styrene] (PMSt) (0.1 g l 1.0 mL), 1 (25 wt% relative to the polymer), Biphenyl-[4-(phenylthio)phenyl]sulfonium hexafluoroantimonate (DPS, 6 wt% relative to the polymer) as a photoacid generator and cisl -phenyl-2-(p-toluenesulfonyloxy)-1-cyclohe xanol 3 (6 or 11 wt% relative to the polymer) as an acid amplifier in cyclopentanone. The solution was spin-coated on CaF2 substrates and baked at 110 °C for 60 sec on a hot stage. The films were exposed to 313 nm light obtained from a Hg-Xe lamp and covered with CaF2 substrates to suppress the evaporation of 1 and acidic species. The films covered with CaF2 substrates were heated at 110 °C and were subjected to UV/Vis and IR absorption measurement at intervals to monitor the acidolytic behavior of 1. Scheme 1. Acid-catalyzed deprotection of 1. Scheme 2. Photomduced