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Polyfunctional vinyl aromatic copolymer and method for manufacturing same, copolymer rubber obtained therefrom, rubber composition, rubber crosslinked material, and tire member
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A technology of vinyl aromatics and aromatic compounds, which can be used in tire parts, special tires, vehicle parts, etc., and can solve problems such as a small amount of microgel
Active Publication Date: 2021-05-07
NIPPON STEEL CHEM &MATERIAL CO LTD
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[0013] In addition, the polyfunctional vinyl aromatic copolymer disclosed in Patent Document 8 is a copolymer having a wide molecular weight distribution including a high molecular weight body with a remarkably developed branched structure in a large number. Therefore, when used as a constituent unit of a copolymer rubber, There is a problem with the incidental generation of small amounts of microgels
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Embodiment 1A
[0325] Put 92.98 g of DVB-630 (0.45 mol of divinylbenzene component, 0.26 mol of ethylvinylbenzene component), 276.58 g (2.29 mol) of indene, and 1.50 mol (172.5 mL) of n-propyl acetate into 1.0 L 60 mmol of borontrifluoridediethyl ether complex (7.5 mL) was added at 70° C. in a reactor, and the reaction was performed for 2.5 hours. After stopping the polymerization solution with an aqueous solution of sodiumbicarbonate, the oil layer was washed three times with pure water, devolatilized under reduced pressure at 60° C., and the copolymer was recovered. The obtained copolymer was weighed, and it was confirmed that 221.7 g of copolymer 1A was obtained.
[0326] In Examples and Comparative Examples, the obtained copolymers were soluble polyfunctional vinyl aromatic copolymers.
[0327] Mn of the obtained polyfunctional vinyl aromatic copolymer 1A was 828, Mw was 2620, and Mw / Mn was 3.17. Through 13C-NMR and 1H-NMR analysis, polyfunctional vinyl aromatic copolymer 1A contain...
Embodiment 2A
[0331]187.11 g of DVB-630 (0.90 mol of divinylbenzene component, 0.53 mol of ethylvinylbenzene component), 182.37 g (1.57 mol) of indene, and 1.50 mol (172.5 mL) of n-propyl acetate were charged into 1.0 L 40 mmol of borontrifluoridediethyl ether complex (5.0 mL) was added at 70° C. in a reactor, and the reaction was carried out for 3.5 hours. After stopping the polymerization solution with aqueous sodiumbicarbonate solution, the oil layer was washed three times with pure water, devolatilized under reduced pressure at 60°C, reprecipitated, filtered, and dried using 4,500 mL of methanol under vigorous stirring, thereby recovering Multifunctional vinyl aromatic copolymer. The obtained polyfunctional vinyl aromatic copolymer was weighed, and it was confirmed that 238.7 g of polyfunctional vinyl aromatic copolymer 2A was obtained.
[0332] Mn of the obtained polyfunctional vinyl aromatic copolymer 2A was 1240, Mw was 3580, and Mw / Mn was 2.89. Copolymer 2A contains 29.6 mol % ...
Embodiment 3A
[0336] Put 31.16 g of DVB-630 (0.15 mol of divinylbenzene component, 0.09 mol of ethylvinylbenzene component), 320.83 g (2.76 mol) of indene, and 1.50 mol (172.5 mL) of n-propyl acetate into 1.0 L 80 mmol of borontrifluoridediethyl ether complex (10.0 mL) was added at 70° C. in a reactor, and the reaction was carried out for 3.0 hours. After stopping the polymerization solution with aqueous sodiumbicarbonate solution, the oil layer was washed three times with pure water, devolatilized under reduced pressure at 60°C, reprecipitated, filtered, and dried using 4,500 mL of methanol under vigorous stirring, thereby recovering Multifunctional vinyl aromatic copolymer. The obtained polyfunctional vinyl aromatic copolymer was weighed, and it was confirmed that 256.3 g of polyfunctional vinyl aromatic copolymer 3A was obtained.
[0337] Mn of the obtained polyfunctional vinyl aromatic copolymer 3A was 659, Mw was 2560, and Mw / Mn was 3.88. Copolymer 3A contains 5.1 mol % (5.8 wt %)...
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Abstract
Provided are a polyfunctional vinyl aromatic copolymer having reactivity and solubility which enable use thereof in manufacturing of a copolymer rubber, and a copolymerrubber material that is provided with each of workability, strength, and uniformity and that is obtained from the polyfunctional vinyl aromatic copolymer. A polyfunctional vinyl aromatic copolymer containing 0.5 mol% to 40 mol% of structural units (a) derived from a divinyl aromatic compound and containing 60 mol% to 99.5 mol% of structural units (b) derived from a monovinyl aromatic compound, said polyfunctional vinyl aromatic copolymer being characterized in that at least a portion of the structural units (a) are crosslinked structural units (a2) represented by formula (2) and vinyl-group-containing structural units (a1) represented by formula (1) (R1 in the formulas each independently representing a C6-30 aromatic hydrocarbon group), the mole fraction of the crosslinked structural units (a2) with respect to the structural units (a) is in the range of 0.05-0.50, the mole fraction of the vinyl-group-containing structural units (a1) with respect to the total of the structural units (a) and (b) is in the range of 0.001-0.35, the number-average molecular weight Mn of the polyfunctional vinyl aromatic copolymer is 1,000-50,000, and the molecular weight distribution (Mw / Mn) represented by the ratio of the weight-average molecular weight Mw and the number-average molecular weight Mn is no greater than 8.0.
Description
technical field [0001] In particular, the present invention relates to a polyfunctional vinyl aromatic copolymer excellent in copolymerization reactivity with a conjugated diene compound (B) and an aromatic vinyl compound (C) in the presence of an anionic polymerization initiator, a method for producing the same, and Conjugated diene copolymer excellent in processability and excellent in tensile strength and wear resistance, conjugated dienecopolymer composition containing conjugated diene copolymer, and rubber obtained by crosslinking the same Cross-linked products, tire components. Background technique [0002] Conjugated dienes such as styrene-butadiene rubber (SBR), butadiene rubber (BR), isoprene rubber (IR) The rubber is excellent in wear resistance, elasticity, and water resistance, so it is used in various applications such as molding materials and resin modifiers. [0003] One of the main uses of the conjugated diene rubber is tires for automobiles. Examples of ...
Claims
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