Organic film forming material, organic film forming method, pattern forming method, and compound
An organic film, organic solvent technology, applied in organic chemistry, photosensitive materials for opto-mechanical equipment, polyether coatings, etc., can solve problems such as difficult substrate adhesion
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[0363] 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, the molecular weight and the degree of dispersion were obtained by calculating the weight average molecular weight (Mw) and the number average molecular weight (Mn) in terms of polystyrene by gel permeation chromatography (GPC) using tetrahydrofuran as an eluent, and obtaining the degree of dispersion (Mw / Mn).
Synthetic example
[0364] Synthesis Example Synthesis of Compounds for Organic Film Forming Materials
[0365] Synthesis of polymers (A1) to (A29) for organic film forming materials, using the following epoxy compounds (compound group B: (B1) to (B14)), carboxylic acid compounds (compound group C: (C1 )~(C9)).
[0366] Compound group B:
[0367] [chem 63]
[0368]
[0369] Purchased reagents other than those listed above were used.
[0370] (B1) EXA-850CRP (DIC (stock) system) epoxy equivalent: 172
[0371] (B2) HP-4700 (manufactured by DIC (stock)) Epoxy equivalent: 165
[0372] (B3) HP-4770 (DIC (stock)) epoxy equivalent: 205
[0373] (B5) 1032H60 (manufactured by Mitsubishi Chemical Co., Ltd.) epoxy equivalent: 167
[0374] (B10) DAG-G (manufactured by Shikoku Chemical Industry Co., Ltd.) Epoxy equivalent: 168
[0375] (B11) TG-G (manufactured by Shikoku Chemical Industry Co., Ltd.) Epoxy equivalent: 92
[0376] (B13) EPOLIGHT MF (manufactured by Kyoei Chemical Co., Ltd.) epoxy equ...
Synthetic example 1
[0381] [Synthesis Example 1] Synthesis of Compound (A1)
[0382] [chem 65]
[0383]
[0384] After 15.0g of epoxy compound (B1), 25.0g of carboxylic acid compound (C1), and 200g of 2-methoxy-1-propanol were prepared into a uniform solution under nitrogen atmosphere at an internal temperature of 100°C, benzyl tri 1.00 g of ethylammonium chloride was stirred at an internal temperature of 120° C. for 12 hours. After cooling to room temperature, add 300ml of methyl isobutyl ketone and dilute with 2% NaHCO 3 Wash with 100 g of aqueous solution, 100 g of 3% nitric acid aqueous solution twice, and wash with 100 g of ultrapure water 5 times. The organic layer was dried under reduced pressure to obtain compound (A1). The weight-average molecular weight (Mw) and degree of dispersion (Mw / Mn) were determined by GPC, and the results were Mw=920 and Mw / Mn=1.04.
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