Photo-Cross-Linkable Polymers with Thermally Degradable Property

Abstract

Polymers having both epoxy moieties and thermally cleavable tertiary ester moieties in the side chain were synthesized and characterized. On UV irradiation, polymer films containing photoacid generators (PAG) such as 9-fluorenilideneimino p-toluenesulfonate (FITS) and triphenylsulfonium triflate (TPST) became insoluble in tetrahydrofuran. The insoluble fraction of the irradiated films was increased by postexposure-baking at 90 °C if FITS was used as a PAG. When the cross-linked polymer films were baked at 160−180 °C, they became soluble in methanol. The effective baking temperature was dependent on the type of PAG used and on the polymer structure. Thermal degradation of the photochemically induced network polymers was studied by FT−IR spectroscopy, TGA analysis, and film thickness changes.

Photo-degradation of Reworkable Resin: A Mechanical Study

“…This strong adhesion may be due to thermally induced partial crosslinks of the poly(MOBH) produced by the radical polymerization of MOBH. The crosslinking easily occurs during the polymerization at 60 o C [5]. After irradiation, the adhesion strength did not changed in the range of experimental errors as mentioned below.…”

“…Reworkable resins [1][2][3][4][5][6][7][8][9][10][11][12][13][14][15], which are thermosets thermally or chemically degradable under a given condition, have been extensively studied as environmentally-friendly materials without damaging the underlying materials. Based on this point of view, we have developed a series of "reworkable" epoxy resins having tertiary ester linkages [5][6][7][8][9][10][11], sulfonate ester linkages [12], and hemiacetal ester linkages [13] as thermallycleavable units.…”

“…Based on this point of view, we have developed a series of "reworkable" epoxy resins having tertiary ester linkages [5][6][7][8][9][10][11], sulfonate ester linkages [12], and hemiacetal ester linkages [13] as thermallycleavable units. The reactivity, sensitivity, thermal or chemical stability, and re-dissolution property of the polymers must be improved in terms of their practical use.…”

Development of materials and technologies for control of polymer recycling

“…Shirai and co-workers [79][80][81] have developed re-workable UV curing materials. Three types of UV curing systems, in which the component materials became soluble in solvents after photo/thermal degradation, were designed and prepared.…”

Reworkable Rresin using Thiol-ene System

“…In this point of view, some thermosets which are thermally or chemically degradable under a given condition have been extensively studied [1][2][3][4]. We have previously reported the photocurable resins which can be re-dissolved in solvents by thermal treatments [5][6][7]. We have also reported the application of the reworkable resins as functional materials for nanoimprint lithography [8,9].…”