Modified conjugated diene polymer, method for producing same, and rubber composition comprising same
A technology of conjugated dienes and polymers, which is applied in transportation and packaging, tire parts, special tires, etc., and can solve the problems of poor processing performance and mixed processing performance reduction
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[0099] Preparation method of modified conjugated diene polymer catalyzed by neodymium
[0100] In addition, the present invention provides a preparation method of the neodymium-catalyzed modified conjugated diene polymer.
[0101] The production method according to one embodiment of the present invention is characterized by comprising: polymerizing a conjugated diene-based monomer in a hydrocarbon solvent in the presence of a catalyst composition containing a neodymium compound to prepare the active polymer (S1); and The living polymer is reacted with a modifier represented by Formula 1 below (S2).
[0102] [Formula 1]
[0103]
[0104] In formula 1, R 1 to R 8 Same as defined above.
[0105] The step (S1) is a step of preparing a living polymer comprising an activated organometallic moiety derived from the catalyst composition, and the conjugated diene-based monomer and the modified monomer can be polymerized in a hydrocarbon solvent in the presence of the catalyst c...
preparation Embodiment 1
[0200] (1) Preparation of 3-((3-morpholinopropyl) amino) ethyl propionate
[0201] 50 ml of an ethanol solution in which 10.3 g of ethyl acetate was dissolved was cooled to 0°C, and 15 g of (3-morpholinopropyl)amine was slowly injected so that the temperature did not rise above 30°C. After the injection was completed, the reaction solution was stirred at 0° C. for 3 hours, and further stirred at room temperature (23±3° C.) for 24 hours. After the reaction was finished, volatile substances were removed under reduced pressure to prepare ethyl 3-((3-morpholinopropyl)amino)propionate.
[0202] (2) Preparation of 3-((3-morpholinopropyl) (trimethylsilyl) amino) ethyl propionate
[0203] 2.5 g of ethyl 3-((3-morpholinopropyl) amino) propionate prepared above was dissolved in n-hexane solution, and 28.8 ml of triethylamine (Et 3 N), then, the temperature was lowered to 0°C. After that, 15.8 ml of a trimethylchlorosilane (TMSCl) solution was slowly injected thereinto, and the reacti...
preparation Embodiment 2
[0206] (1) Preparation of 3-((3-thiomorpholinopropyl) amino) ethyl propionate
[0207] 50 ml of an ethanol solution in which 10.3 g of ethyl acetate was dissolved was cooled to 0°C, and 16 g of (3-thiomorpholinopropyl)amine was slowly injected so that the temperature did not rise above 30°C. After the injection was completed, the reaction solution was stirred at 0°C for 3 hours, and further stirred at room temperature (23±3°C) for 24 hours. After the reaction was finished, volatile substances were removed under reduced pressure to prepare ethyl 3-((3-morpholinopropyl)amino)propionate.
[0208] (2) Preparation of 3-((3-thiomorpholinopropyl) (trimethylsilyl) amino) ethyl propionate
[0209] 2.6 g of ethyl 3-((3-thiomorpholinopropyl) amino) propionate prepared above was dissolved in n-hexane solution, and 28.8 ml of triethylamine (Et 3 N), then, the temperature was lowered to 0°C. After that, 15.8 ml of trimethylchlorosilane (TMSCl) was slowly injected thereinto, and the react...
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