168281-30-9Relevant academic research and scientific papers
Autocatalytic fragmentation of acetoacetate derivatives as acid amplifiers to proliferate acid molecules
Arimitsu, Koji,Kudo, Kazuaki,Ichimura, Kunihiro
, p. 37 - 45 (2007/10/03)
A novel concept of acid proliferation to improve the photosensitivity of chemically amplified photoresist materials is described by presenting the autocatalytic fragmentation of acetoacetates having a (sulfonyloxy)methyl residue to liberate the corresponding sulfonic acid. 2-Methyl-2-((methane- or p-toluenesulfonyloxy)methyl)acetoacetates were designed to be subjected to the acid-catalyzed fragmentation through the corresponding acetoacetic acids which are readily decarboxylated and undergo the subsequent β-elimination to give a sulfonic acid which can act as the autocatalyst to lead to the increment of acid concentration in geometric progression. Among the acetoacetates tested, tert-butyl 2-methyl-2-((p-toluenesulfonyloxy)methyl)acetoacetate was the most suitable reagent for the present purpose because of its reasonable thermal stability. A nonlinear generation of the sulfonic acid was confirmed in the acidolytic transformation of the acetoacetate in nonpolar solvents and in a film of poly[4-((tert-butoxycarbonyl)oxy)styrene] (PBOCSt), respectively. It was found that the addition of the acetoacetate to a film of PBOCSt doped with a photoacid generator enhances the photosensitivity characteristics.
A Novel Concept of Acid Proliferation. Autocatalytic Fragmentation of an Acetoacetate Derivative as an Acid Amplifier
Ichimura, Kunihiro,Arimitsu, Koji,Kudo, Kazuaki
, p. 551 - 552 (2007/10/03)
tert-Butyl 2-methyl-2-(p-toluenesulfonyloxymethyl)acetoacetate was designed to be subjected to the acid-catalyzed fragmentation to liberate p-toluenesulfonic acid which can act as the autocatalyst to lead to the increment of the acid concentration in geometric progression.
