Photosensitive resin composition
A technology of photosensitive resin and composition, applied in the field of photosensitive resin composition, can solve the problems of high melting point and high reflow temperature of lead-free solder
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[0123] Hereinafter, although an Example etc. are given and this invention is demonstrated, this invention is not limited to these examples. In addition, the evaluation of the esterification rate of the synthesized quinonediazide compound and the positive photosensitive resin composition in an Example was performed by the following method.
[0124]
[0125] Using Lambda Ace STM-602 manufactured by Dainippon Screen Mfg. Co., Ltd., the respective film thicknesses were measured at a refractive index of 1.629 based on polyimide for the films after prebaking and development.
[0126]
[0127] Regarding (a-2) the imidization rate of polyimide, N-formazan with a solid content concentration of polyimide resin of 50% by mass was coated on a 6-inch silicon wafer by the spin coating method. Base pyrrolidone (NMP) solution, and then bake it with a 120°C hot plate (SKW-636 manufactured by Dainippon Screen Mfg. Co., Ltd.) for 3 minutes to make a pre-baked film with a thickness of 10 μm ±...
Synthetic example 1
[0142]
[0143] Under a stream of dry nitrogen, 18.3 g (0.05 mol) of 2,2-bis(3-amino-4-hydroxyphenyl)hexafluoropropane (BAHF) and 34.g (0.3 mol) of allyl glycidyl ether were dissolved In 100 g of γ-butyrolactone (GBL), cool to -15°C. 22.1 g (0.11 mol) of trimellitic anhydride acid chloride dissolved in 50 g of GBL was added dropwise thereto so that the temperature of the reaction liquid did not exceed 0°C. After completion of the dropwise addition, reaction was performed at 0°C for 4 hours. This solution was concentrated with a rotary evaporator and poured into 1 L of toluene to obtain a hydroxyl-containing acid anhydride (a) represented by the following formula.
[0144] [chemical formula 14]
[0145]
[0146] Hydroxyl-containing anhydrides (a)
Synthetic example 2
[0147]
[0148] Dissolve 18.3g (0.05 moles) of BAHF in 100 mL of acetone and 17.4 g (0.3 moles) of propylene oxide, and cool to -15°C. A solution obtained by dissolving 20.4 g (0.11 mol) of 3-nitrobenzoyl chloride in 100 mL of acetone was added dropwise thereto. After completion of the dropwise addition, the reaction was performed at -15°C for 4 hours, and then returned to room temperature. The precipitated white solid was filtered and vacuum-dried at 50°C.
[0149] 30 g of the obtained solid was put into a 300 mL stainless steel autoclave, dispersed in 250 mL of methyl cellosolve, and 2 g of 5% palladium-carbon was added. Hydrogen was introduced thereinto with a balloon and vigorously stirred. After about 2 hours, it was confirmed that the balloon did not deflate further, and the reaction was terminated. After completion of the reaction, the catalyst palladium compound was removed by filtration, and concentrated with a rotary evaporator to obtain a hydroxyl group-contain...
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