Synthesis Of Acid-sensitive Resins And Their Imaging Performance

In this paper three affinity switchable imaging systems were studied. Monomers and polymers in need were synthesized, and chemical and physical properties of these polymers and imaging performance of the photo-sensitive imaging system were investigated.⑴In this study, copolymers of butyl methacrylate(BuMA), methacrylic acid (MAA) and styrene(St) were synthesized. Imaging performance of tercomponent systems composed of the copolymers, bisvinyl ether (BPA-DEVE) and photoacid generators (PAGs) were evaluated. The factors influencing the crosslinking degree of the tercomponent systems, including the amount of BPA-DEVE, pre-baking temperature and pre-baking time, were fully investigated. The results indicated that the crosslinking degree could be deepened by increasing the amount of BPA-DEVE and the pre-baking temperature as well as prolonging the pre-baking time. Ideal crosslinking results would be obtained when the three factors were adjusted properly. With 2-(3,4-dimethox) styrene triazine (DMOS-triazine) or triphenylamine sulfonium salt (TPASS) as PAG and sufficient high post-baking temperature, these tercomponent imaging systems could exhibit high imaging sensitivity. The imaging sensitivity was not much dependent on post-baking temperature when DMSO-triazine was used in the systems. However, in the case that TPASS was used as PAG, the imaging sensitivity was found quite susceptible to post-baking temperature. In addition, the higher proportion of MMA unit in the copolymers, the better imaging property of the tercomponent systems.⑵Tert-butyl methacrylate (TBMA) and the polymers derived from it were also synthesized. The thermo-stability and the acidolysis behaviors of the polymers were measured in the presence of p-methylbenzenesulfonic acid. Results showed that the polymers based on TBMA had high thermo-stability. Generally, their decomposing temperatures were higher than 200℃. But the decomposing temperature would decrease when p-methylbenzenesulfonic acid was added into the polymers, and the more the acid was added, the lower the decomposing temperature would be. Both the addition of p-methylbenzenesulfonic acid and the increase of the baking temperature could largely induce the decomposition of TBMA units of the polymers,resulting in affinity switchment of the polymers, i.e from hydrophobicity to hydrophilicity. Additionally, prolonged baking time was also advantageous to the decomposition of the TBMA unit. The imaging process was also investigated. It was found that DMOS-triazine had little effect on the acidolysis of the TBMA units in the coplymers, but had a larger effect on the de-crosslinking process of the crosslinking bonds formed by the reaction of carboxylic acid and BPA-DEVE. On the other hand, TPASS had better effects on both processes. In general, higher post-baking temperature and higher proportion of the MAA unit would make the imaging system have higher sensitivity. However, too much content of MAA and BPA-DEVE would lead to lower imaging sensitivity.⑶1-butoxy ethyl methacrylate (BOEMA) and the polymers derived from it were also synthesized. The thermo-stability of the polymers was examined. The results indicated that the thermo-stability of the polymers derived from BOEMA was not as good as those derived from TBMA, and the more content of MAA in the compolymers resulted in lower stability. Terpolymer from BOEMA, MAA and St had higher thermo-stability than those from BOEMA, MAA and isobornyl methacrylate (IBOMA) or methyl methacrylate (MMA). Additionaly, humidity had apparent effect on the stability of the polymer derived from BOEMA. The higher the humidity, the faster the polymer decomposed. The terpolymers of BOEMA, MAA and St had good thermo-stability, and their imaging performance was evaluated. The results indicated that all the systems could give clear image without post-baking. 2-(p-Methoxy)styrene triazine(PMOS-triazine) had a little influence on the imaging sensitivity . But TPASS could effect largely on the imaging sensitivity under different post-baking temperatures, the higher the post-baking temperature, the higher the imaging sensitivity.