Compound, resin, composition, and pattern forming method
A compound and carbon number technology, applied in organic chemistry, photoengraving process of pattern surface, instruments, etc., can solve problems such as difficulty in obtaining resist pattern, resist pattern collapse, resolution problem, etc.
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[0868] Hereinafter, this embodiment will be described in more detail based on synthesis examples and examples, but this embodiment is not limited to these examples.
[0869] (carbon concentration and oxygen concentration)
[0870] Carbon concentration and oxygen concentration (mass %) were measured by organic elemental analysis.
[0871]Device: CHN CORDER MT-6 (manufactured by Yanac Analytical Industry Co., Ltd.)
[0872] (molecular weight)
[0873] The molecular weight of the compound was measured by LC-MS analysis using Acquity UPLC / MALDI-Synapt HDMS manufactured by Water Corporation.
[0874] In addition, gel permeation chromatography (GPC) analysis was carried out under the following conditions to obtain polystyrene-equivalent weight average molecular weight (Mw), number average molecular weight (Mn), and degree of dispersion (Mw / Mn).
[0875] Device: Shodex GPC-101 (manufactured by Showa Denko Co., Ltd.)
[0876] Column: KF-80M×3
[0877] Eluent: THF 1mL / min
[0878...
Synthetic example 1A
[0895] Synthesis of E-XBisN-1
[0896] In a container with an internal volume of 100ml equipped with a stirrer, a condenser tube, and a burette, 10g (21mmol) of the compound (XBisN-1) shown in the above formula and 14.8g (107mmol) of potassium carbonate were dropped into 50ml of dimethylformamide, and 6.56 g (54 mmol) of 2-chloroethyl acetate was stirred at 90° C. for 12 hours to react the reaction solution. Next, the reaction liquid was cooled in an ice bath to precipitate crystals, which were separated by filtration. Next, 40 g of the aforementioned crystals, 40 g of methanol, 100 g of THF, and 24% aqueous sodium hydroxide were added to a container with an inner volume of 100 ml including a stirrer, a condenser, and a burette, and the reaction solution was stirred under reflux for 4 hours to react. Thereafter, it was cooled in an ice bath, the reaction solution was concentrated, and the precipitated solid was filtered and dried, followed by separation and purification by c...
Synthetic example 2A
[0922] In the container of 100ml internal volume equipped with stirrer, condensing tube and burette, drop into the compound 11.2g (21mmol) shown in above-mentioned formula (BisF-1) and salt of wormwood 14.8g (107mmol) in 50ml dimethylformamide, 6.56 g (54 mmol) of 2-chloroethyl acetate was added, and the reaction solution was stirred at 90° C. for 12 hours to perform a reaction. Next, the reaction liquid was cooled in an ice bath to precipitate crystals, which were separated by filtration. Next, 40 g of the aforementioned crystals, 40 g of methanol, 100 g of THF, and 24% aqueous sodium hydroxide were added to a container with an inner volume of 100 ml including a stirrer, a condenser, and a burette, and the reaction solution was stirred under reflux for 4 hours to react. Afterwards, it was cooled in an ice bath, the reaction solution was concentrated, and the precipitated solid was filtered and dried, followed by separation and purification by column chromatography to obtain t...
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