Binder resin and photosensitive resin composition or coating solution including same
A technology for bonding resins and photosensitive resins, applied in the field of photosensitive resin compositions or coating solutions, and bonding resins, can solve the problems of small difference in dissolution rate, poor developing properties, and difficulty in obtaining tiny patterns, etc., and achieve heat resistance Excellent, excellent heat resistance effect
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preparation example Construction
[0117]As an example, the preparation method of the adhesive resin of the present invention may include polymerizing a monomer represented by Chemical Formula 13 or a monomer represented by Chemical Formula 13 and a monomer represented by Chemical Formula 14 with a carboxylic dianhydride represented by Chemical Formula 9 The steps of the reaction.
[0118] As an example, the monomer represented by Chemical Formula 13 and the monomer represented by Chemical Formula 14 can be charged in a molar ratio of 1:99 to 99:1.
[0119] As another example, the method for preparing the adhesive resin of the present invention may include a step of polymerizing one or more monomers represented by Chemical Formulas 5 to 8 with carboxylic dianhydride represented by Chemical Formula 9.
[0120] As another example, the method for preparing the adhesive resin of the present invention may include making R in the monomers represented by Chemical Formulas 5 to 8 3 and R' 3 One or more monomers that ...
Synthetic example 1
[0203] Synthesis of Monomer I
[0204] Step 1: 2,2'-((((9H-fluorene-9,9-diyl)bis(4,1-phenylene))bis(oxy))bis(methylene))bis (Ethylene oxide)(2,2'-((((9H-fluorene-9,9-diyl)bis(4,1-phenylene))bis(oxy))bis Synthesis of (methylene))bis(oxirane))
[0205] Step A: After installing (setting) a reflux condenser (reflux condenser) and a thermometer in a three-necked flask (3-Neck flask), add 42.5 g of 9,9-bisphenolfluorene (9,9-bisphenolfluorene), and quantify 220 mL of 2-(chloromethyl)oxirane (2-(chloromethyl)oxirane) was injected afterwards. After adding 100 mg of tetrabutylammonium bromide (Tetrabutylammonium bromide), stirring was started, and the temperature was raised to 90°C, followed by distillation under reduced pressure.
[0206] Step B: after cooling, inject dichloromethane (dichloromethane), and slowly add NaOH. After confirming the product by high performance liquid chromatography (HPLC), aqueous HCl solution was added dropwise to terminate the reaction. After e...
Synthetic example 2
[0214] Synthesis of Monomer II
[0215] Step 1: Carry out using the same synthesis method as Step 1 of Synthesis Example 1 above.
[0216] Step 2: (((9H-fluorene-9,9-diyl)bis(4,1-phenylene))bis(oxy))bis(2-hydroxypropane-3,1-diyl)diacrylate ( Synthesis of (((9H-fluorene-9,9-diyl)bis(4,1-phenylene))bis(oxy))bis(2-hydroxypropane-3,1-diyl)diacrylate)
[0217] After installing (setting) a reflux condenser (reflux condenser) and a thermometer in a three-necked flask (3-Neck flask), under 60.0 g of propylene glycol methyl ether acetate (PGMEA) solvent, add the product of step 1 at room temperature ( Epoxide) 60.0g (0.13mol), acrylic acid (acrylic acid) 20.5g (0.29mol), tetrabutylammonium bromide (Tetrabutylammonium bromide) 0.4g (1mmol). The mixture was further stirred for 4 hours under the temperature condition of a reaction temperature of 100°C to 120°C. After the product was confirmed by high performance liquid chromatography (HPLC), the reaction was terminated, and after coo...
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