A multi-arm star-shaped random styrene-butadiene copolymer coupled with wide-distribution polyisocyanate and its preparation method

A polyisocyanate and diisocyanate technology, which is applied in the field of multi-arm star random styrene-butadiene copolymer and its preparation, can solve the problems of narrow molecular weight distribution, reduced dynamic heat generation and rolling resistance, and inability of curing and molding of rubber compound.

Active Publication Date: 2017-07-14
CHINA PETROLEUM & CHEM CORP
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0006] The present invention aims at the narrow molecular weight distribution of solution-polymerized styrene-butadiene rubber in the prior art, the elastic memory of the raw rubber is not high, and the Weissenbery effect is also low, and the high-cis-rare-earth polymer with high molecular chain regularity and large cold fluidity Butadiene rubber and white carbon black have low frictional heat generation during the mixing process in the internal mixer, white carbon black cannot be effectively melted in the rubber compound, and the rubber compound cannot be matured and formed; the purpose is to provide a high molecular weight distribution , a multi-arm star-shaped random styrene-butadiene copolymer with more polar groups at the middle end and a high content of short branched chains on the main chain. This copolymer is mixed with rare earth BR and white carbon black with high linearity. It has good compatibility with silica, the mechanical properties and wet skid resistance of the compound are improved, and the dynamic heat generation and rolling resistance are greatly reduced. It is an ideal high-performance tire compound

Method used

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  • A multi-arm star-shaped random styrene-butadiene copolymer coupled with wide-distribution polyisocyanate and its preparation method
  • A multi-arm star-shaped random styrene-butadiene copolymer coupled with wide-distribution polyisocyanate and its preparation method
  • A multi-arm star-shaped random styrene-butadiene copolymer coupled with wide-distribution polyisocyanate and its preparation method

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0087] (1) In a clean and dry 1000mL three-necked bottle under the protection of nitrogen gas, add anhydrous 425mL toluene, TMP 80g, and TDI 290.58g respectively. At this time, TMP / TDI=1:3.02 (mass ratio), After stirring at a constant temperature of 75-80° C. for 6-8 hours, the measured solid content was 49.6 wt%, and the concentration of isocyanate was 0.83 mol / L. The average functionality of the adduct molecule contains 3 -NCO.

[0088] (2) In a clean and dry 1000mL three-necked bottle under the protection of nitrogen gas, add anhydrous 425mL toluene, TMP 80g, and TDI 239.60g respectively. At this time, TMP / TDI=1:2.52 (mass ratio), After stirring at a constant temperature of 75-80° C. for 6-8 hours, the measured solid content was 50.3 wt%, and the concentration of isocyanate was 0.74 mol / L. The average functionality of the adduct molecule contains 4 -NCO.

[0089] (3) In a clean and dry 1000mL three-necked flask under the protection of nitrogen gas, add anhydrous 425mL tol...

Embodiment 2

[0095] Steps (1)~(6) are identical with embodiment 1,

[0096]Take 2mL of chemically pure TDI with a mass content of 99%, 15mL of the prepolymer in (1), 20mL of the prepolymer in (2), 35mL of the prepolymer in (3), and 15mL of the prepolymer in (4) 18mL of the prepolymer in (5), 3mL of the prepolymer in (6) are poured into a 100mL dried volumetric flask, and then an appropriate amount of toluene is added to mix evenly to make a isocyanate concentration of 0.85mol / L Polyisoacid coupling agent.

Embodiment 3

[0098] Under the protection of nitrogen, add 3.5 L of hexane-cyclohexane mixed solvent and 0.98 g of tetrahydrofurfuryl alcohol ethyl ether into a 5-liter polymerization kettle, start stirring within 40 minutes, and continuously and uniformly add 0.5 mol / L of n-butyl Lithium 13mL, and 132.5g of styrene and 397.5g of butadiene mixed monomers, the polymerization is carried out at 50-75°C, after the addition of the monomers, react for 25min, and then add the isocyanate concentration in Example 1. 9.5mL of 0.68mol / L prepolymer was subjected to coupling reaction, the coupling reaction temperature was 60-75°C, and the time was 25min. The obtained one-arm to eight-arm SSBR was filled with 198.1g of TDAE oil, condensed and dried to obtain SSBR filled Oil raw rubber, in which the number average molecular weight of single-arm polymer is 8.1×10 4 , the average number average molecular weight of the conjugate is 42×10 4 , molecular weight distribution index 2.23, vinyl content 74.6%, Moo...

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Abstract

The invention discloses a multi-arm star-shaped random styrene-butadiene copolymer coupled with wide-distribution polyisocyanate and a preparation method thereof. Continuously added to the solvent in tetrahydrofurfuryl alcohol C 2～6 Under the action of alkyl ether and butyllithium, the active styrene-butadiene random copolymer is obtained by polymerization at 45-75 °C, and the obtained active styrene-butadiene random copolymer and polyisocyanate prepolymer coupling agent Coupling is carried out at 75°C, and after the coupling is completed, terminate with water to obtain; the random styrene-butadiene copolymer has a high molecular weight distribution, more polar groups at the middle end, and a high content of short branch chains on the main chain. Styrene-butadiene copolymer is mixed with rare earth BR with high linearity and white carbon black, which has good compatibility with white carbon black, improves the mechanical properties and wet skid resistance of the compound, and improves dynamic heat generation and rolling resistance. It is an ideal high-performance tire tread compound; the random styrene-butadiene copolymer has a simple and rapid preparation method and can be industrialized.

Description

technical field [0001] The invention relates to a multi-arm star-shaped random styrene-butadiene copolymer coupled with wide-distribution polyisocyanate and a preparation method thereof, belonging to the field of synthesis of modified styrene-butadiene rubber. Background technique [0002] Styrene and conjugated diene can be directionally polymerized into a random copolymer under the trigger of butyllithium in a solvent. This material is especially suitable for making tires. As an ultra-high performance tire compound, SSBR with high vinyl content, high cis-butadiene rubber and white carbon black are its main components. However, due to the low Weissenbery effect and elastic memory effect of general-purpose SSBR, during the mixing process of high-cis-rare-earth polybutadiene rubber and white carbon black with high molecular chain regularity and high cold flow in the internal mixer, the rubber The shear force of the material in the mixing process is insufficient, the friction...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08F236/10C08F236/06C08F236/08C08F212/08C08C19/22C08L9/06C08L15/00
Inventor 张建国蒋文英
Owner CHINA PETROLEUM & CHEM CORP
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