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A kind of polyisocyanate prepolymer coupling agent and preparation method thereof

A polyisocyanate and polyisocyanate technology, applied in the field of polyisocyanate prepolymer coupling agent and its preparation, can solve the problem that white carbon black cannot be effectively melted into the rubber compound, the rubber compound cannot be cured and formed, and the elastic memory cannot be Advanced problems, to achieve the effect of improving stiffness, good mixing and forming, and enhancing compatibility

Active Publication Date: 2017-02-08
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 material, and the rubber material cannot be matured and formed. The purpose is to provide a coupling with high efficiency. A polyisocyanate prepolymer coupling agent that can produce multiple polar amide groups and amide ester groups in the coupled styrene-butadiene polymer, and can produce a high-broad distribution molecular weight styrene-butadiene copolymer after coupling , the coupling agent can increase the Weissenbery effect of styrene-butadiene rubber, the high elastic memory effect, and the compatibility with high cis-rare earth polybutadiene rubber and white carbon black

Method used

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  • A kind of polyisocyanate prepolymer coupling agent and preparation method thereof
  • A kind of polyisocyanate prepolymer coupling agent and preparation method thereof
  • A kind of polyisocyanate prepolymer coupling agent and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0067] (1) In a clean and dry 1000mL three-necked bottle under the protection of nitrogen, add anhydrous 425mL toluene, TMP80g, TDI290.58g respectively, at this time TMP / TDI=1:3.02 (mass ratio), in After stirring at a constant temperature of 75-80°C for 6-8 hours, the measured solid content was 49.6wt%, and the concentration of isocyanate was 0.83mol / L. The average functionality of the adduct molecule contains 3 -NCO.

[0068] (2) Add anhydrous 425mL toluene, TMP80g and TDI239.60g respectively in a clean and dry 1000mL three-necked bottle under the protection of nitrogen gas. At this time, TMP / TDI=1:2.52 (mass ratio), constant temperature After stirring for 6-8 hours at 75-80°C, the measured solid content was 50.3wt%, and the concentration of isocyanate was 0.74mol / L. The average functionality of the adduct molecule contains 4 -NCO.

[0069] (3) Add anhydrous 425mL toluene, TMP80g and TDI219.87g respectively in a clean and dry 1000mL three-necked bottle under the protection ...

Embodiment 2

[0075] Steps (1) to (6) are the same as in Example 1,

[0076] 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), 15mL of the prepolymer in (4), Inject 18mL of the prepolymer in (5) and 3mL of the prepolymer in (6) into a 100mL dried volumetric flask, then add an appropriate amount of toluene and mix well to make a polyisocyanate with an isocyanate concentration of 0.85mol / L. Isoacid coupling agent.

Embodiment 3

[0078] 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 polyisocyanate-prepolymer coupling agent and a preparation method thereof. The coupling agent comprises the following composition in parts by mass: a diisocyanate, and polyisocyanate prepolymers respectively with the average functionality of 3, 4, 5, 6, 7 and 8. The preparation method of the coupling agent comprises: mixing a trimethanol compound with diisocyanate according to a molar ratio of 1:2.98-3.02, and reacting at 75-80 DEG C, so as to obtain the polyisocyanate prepolymer with the average functionality of 3; repeating the above step by changing the molar ratio of the trimethanol compound to diisocyanate into 1:2.48-2.52, 1:2.31-2.35, 1:2.23-2.27, 1:2.18-2.22 and 1:2.15-2.19, so as to respectively prepare the polyisocyanate prepolymers respectively with the average functionality of 4, 5, 6, 7 and 8; and then mixing the prepared polyisocyanate prepolymers respectively with the average functionality of 3, 4, 5, 6, 7 and 8 with the diisocyanate according to a ratio, so as to obtain the coupling agent. The coupling agent is high in coupling efficiency, and a coupled butadiene-styrene polymer possesses amido groups with multiple polarities and has high and wide-distribution molecular weight. The preparation method is simple and rapid, and industrialized production can be realized.

Description

technical field [0001] The invention discloses a polyisocyanate prepolymer coupling agent and a preparation method thereof, belonging to the field of modification of 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 frictional heat generation is low, the rotor of the internal mixer seems to b...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08K5/29C08L9/06
Inventor 张建国李望明
Owner CHINA PETROLEUM & CHEM CORP
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