Material for forming organic film, method for forming organic film, method for forming pattern, and compound for forming organic film
An organic film and compound technology, applied in the field of organic film-forming compounds, can solve the problems of pattern filling characteristics, insufficient planarization characteristics, heat resistance, insufficient adhesion of flat surface substrates, etc., and achieve heat resistance excellent effect
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[0163] The above-mentioned amic acid or imide compound can be prepared by combining tetracarboxylic dianhydride and aniline derivatives according to the required performance. Specifically, those introduced with substituents contributing to improvement of solvent solubility, adhesiveness, embedding / planarization characteristics, substituents contributing to etching resistance, and film-forming properties in accordance with desired performance can be used. Organic film materials using these compounds can achieve both embedding / planarization characteristics and heat resistance in a high dimension.
[0164] As described above, the organic film-forming compound of the present invention can provide an organic film-forming composition having both heat resistance at 400° C. or higher and high embedding / planarization characteristics.
[0165] In addition, in the present invention, the flattening property refers to the performance of flattening the surface of the substrate. In the case...
Embodiment
[0237] Hereinafter, the present invention will be more specifically described with reference to synthesis examples, comparative synthesis examples, examples, and comparative examples, but the present invention is not limited thereto. In addition, in terms of molecular weight and degree of dispersion, polystyrene-equivalent weight average molecular weight (Mw) and number average molecular weight (Mn) obtained by gel permeation chromatography (GPC) using tetrahydrofuran as an eluent were obtained, And the degree of dispersion (Mw / Mn) was calculated.
[0238] [Synthesis Example Synthesis of Compounds for Organic Film Formation Materials]
[0239] Compounds (A1) to (A6) for organic film forming materials and compounds (R1) to (R3) for comparative examples were synthesized using the following tetracarboxylic dianhydrides: (B1) to (B3), Aniline derivatives: (C1) to (C6).
[0240] Tetracarboxylic dianhydrides:
[0241] [chem 25]
[0242]
[0243] (B3) used the reagent of Tokyo...
Synthetic example 1
[0272] [Synthesis Example 1] Synthesis of Compound (A1)
[0273] [chem 33]
[0274]
[0275] Add 30 g of N-methylpyrrolidone to 5.0 g of tetracarboxylic anhydride (B1), make a homogeneous solution under nitrogen atmosphere at an internal temperature of 40°C, add 2.46 g of amine compound (C1), and carry out the process at an internal temperature of 40°C for 3 hours reaction to obtain an amic acid solution. After adding 1.26 g of pyridine to the obtained amic-acid solution, and further dripping 3.25 g of acetic anhydride slowly, it was made to react at internal temperature 60 degreeC for 4 hours, and imidation was implemented. After adding 100 ml of methyl isobutyl ketone and 50 ml of pure water to the reaction liquid to make it homogenized, the separated aqueous layer was removed. Furthermore, the organic layer was washed 6 times with 50 ml of 3% nitric acid aqueous solution and 50 ml of pure water, and then the organic layer was dried under reduced pressure. After adding...
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