Colored curable resin composition
A technology of curable resin and composition, applied in nonlinear optics, optics, opto-mechanical equipment, etc., can solve the problem of easy precipitation of foreign matter
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preparation example Construction
[0404] In the preparation of the compound represented by the formula (p2), the amount of diethyl malonate used is usually 1 mole or more and 10 moles or less, preferably 1 to 3 moles, relative to 1 mole of the compound represented by the formula (p1) .
[0405] The preparation of the compound represented by formula (p2) is preferably carried out in the presence of amines such as triethylamine, tributylamine, pyrrolidine, piperidine, pyrazine, or organic bases such as pyridine, and among them, the presence of piperidine is more preferable Next implementation. In addition, it is preferably carried out in the presence of a solvent. As such a solvent, an alcohol having 1 to 10 carbon atoms, tetrahydrofuran, acetone, methyl isobutyl ketone, acetic acid, glacial acetic acid, ethyl acetate, acetonitrile, water is more preferable. , Hexane, toluene, chloroform, N,N-dimethylformamide, N,N-dimethylacetamide, N-methylpyrrolidone, and more preferably ethanol. The reaction temperature is pr...
Embodiment
[0712] Next, examples are given to further specifically illustrate the present invention. Unless otherwise specified, "%" and "parts" in the examples refer to mass% and mass parts.
[0713] In the following synthesis examples, the structure of the compound was confirmed and identified by NMR (Bruker AVANCE400; manufactured by Bruker Co., Ltd.) or mass spectrometry (LC; Agilent 1200 type, MASS; Agilent LC / MSD6130 type).
[0714] The measurement of the weight average molecular weight (Mw) and the number average molecular weight (Mn) in terms of polystyrene of the resin was performed by the GPC method under the following conditions.
[0715] Device; HLC-8120GPC (manufactured by Tosoh Co., Ltd.)
[0716] Column; TSK-GELG2000HXL
[0717] Column temperature; 40℃
[0718] Solvent; THF
[0719] Flow rate; 1.0mL / min
[0720] The solid content concentration of the tested liquid; 0.001~0.01% by mass
[0721] Injection volume; 50μL
[0722] Detector; RI
[0723] Standards for calibration: TSK polystyren...
Synthetic example 1
[0725] Synthesis Example 1: Synthesis of the compound represented by the above formula (I-1) (hereinafter, sometimes referred to as compound (I-1))
[0726]
[0727]
[0728] Dissolve 1.93 g (10 mmol) of 4-diethylamino salicylaldehyde represented by formula (p1-1), 3.20 g (20 mmol) of diethyl malonate represented by formula (p5-1) and 1 mL of piperidine in 50mL of absolute ethanol. Then, the reaction was carried out while stirring for 6 hours under reflux conditions. After the completion of the reaction, ethanol was distilled off under reduced pressure, 10 mL of concentrated hydrochloric acid and 10 mL of glacial acetic acid were added to the reaction mixture, and the mixture was further stirred for 6 hours. After the reaction mixture was cooled to room temperature, it was poured into 200 mL of ice water for further cooling, and then, the pH of the reaction mixture was adjusted to about 5 by dropping a 30% by mass aqueous sodium hydroxide solution into the reaction mixture. Aft...
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