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Process for the preparation of diene polymers or random vinylarene-diene copolymers

A technology of vinyl aromatic hydrocarbon and diene copolymer, applied in the field of preparing diene polymer or random vinyl aromatic hydrocarbon-diene copolymer

Active Publication Date: 2020-03-24
VERSALIS SPA
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0020] However, the above-stated anionic (co)polymerization processes do not always lead to the desired results, e.g. in terms of stability of the active carbanion end groups and / or control of the macrostructure of the (co)polymer obtained

Method used

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  • Process for the preparation of diene polymers or random vinylarene-diene copolymers
  • Process for the preparation of diene polymers or random vinylarene-diene copolymers
  • Process for the preparation of diene polymers or random vinylarene-diene copolymers

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0100] Embodiment 1 (comparison)

[0101] 600 grams of anhydrous cyclohexane (Bitolea), followed by 27 grams of freshly distilled anhydrous 1,3-butadiene (Versalis SpA) were introduced into a 1 liter vessel equipped with a jacket for circulation of a temperature-controlled fluid. in a stirred reactor. The reactor was equipped with a system for continuous measurement of the UV-Vis absorption spectrum of the polymer solution, which functioned as described in Example 5. The temperature of the reaction mixture was thermostatically controlled to 80°C and kept constant within ±4°C throughout the duration of the test. Then, 0.5 mmol of n-butyllithium (Aldrich) were introduced: the reaction conditions were maintained for 60 minutes, at the end ethanol (Carlo Erba) was introduced in an equimolecular amount relative to the amount of n-butyllithium introduced. Then, the obtained polymer solution was discharged from the reactor, and a phenolic antioxidant (from Ciba 1520, in an amou...

Embodiment 2

[0103] Embodiment 2 (comparison)

[0104] 600 grams of anhydrous cyclohexane (Bitolea), followed by 27 grams of freshly distilled anhydrous 1,3-butadiene (Versalis SpA) were introduced into a 1 liter vessel equipped with a jacket for circulation of a temperature-controlled fluid. in a stirred reactor. The reactor was equipped with a system for continuous measurement of the UV-Vis absorption spectrum of the polymer solution, which functioned as described in Example 5. The temperature of the reaction mixture was thermostatically controlled to 120°C and kept constant within ±4°C throughout the duration of the test. Then, 0.5 mmol of n-butyllithium (Aldrich) were introduced: the reaction conditions were maintained for 60 minutes, at the end ethanol (Carlo Erba) was introduced in an equimolecular amount relative to the amount of n-butyllithium introduced. Then, the obtained polymer solution was discharged from the reactor, and a phenolic antioxidant (from Ciba 1520, in an amoun...

Embodiment 3

[0106] Embodiment 3 (invention)

[0107] 600 g of anhydrous cyclohexane (Bitolea), followed by 27 g of freshly distilled anhydrous 1,3-butadiene (Versalis SpA) and then obtained as described in US patent application US 2010 / 0240909 0.5 mmol of 1,1,3,3-tetraethylisoindol-2-yl-oxyl (TEDIO) was introduced into a 1 liter stirred reactor equipped with a jacket for circulation of a temperature-controlled fluid. The reactor was equipped with a system for continuous measurement of the UV-Vis absorption spectrum of the polymer solution, which functioned as described in Example 5. The temperature of the reaction mixture was thermostatically controlled to 120°C and kept constant within ±4°C throughout the duration of the test. Then, 0.5 mmol of n-butyllithium (Aldrich) was introduced to obtain about 1:1 ratio of 1,1,3,3-tetraethylisoindol-2-yl-oxyl (TEDIO) and active n-butyllithium Molar ratio between the amounts: The reaction conditions were maintained for 60 minutes, at the end of ...

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Abstract

Process for preparing diene polymers or random vinylarene-diene copolymers, said process comprising, optionally in the presence of at least one vinylarene, in at least one hydrocarbon solvent, at least one based on Anionic (co)polymerization of at least one conjugated diene monomer in the presence of a lithium initiator and at least one organic compound comprising at least one nitrogenoxy group having the general formula (I) or (II): where: mutually identical or different R 1 , R 2 , R 3 and R 4 represents a hydrogen atom; or is selected from C optionally containing heteroatoms such as, for example, oxygen, nitrogen or sulfur 1 -C 20 preferably C 1 -C 8 Linear or branched alkyl, optionally substituted cycloalkyl, optionally substituted C 1 -C 20 preferably C 1 -C 8 Linear or branched alkoxy, optionally substituted aryl; -x is an integer in the range from 0 to 7, preferably in the range from 4 to 5; -y is in the range from An integer in the range from 1 to 3, preferably in the range from 1 to 2.

Description

technical field [0001] The present invention relates to a process for the preparation of diene polymers or random vinylarene-diene copolymers. [0002] More specifically, the present invention relates to a process for the preparation of diene polymers or random vinylarene-diene copolymers comprising, optionally in the presence of at least one vinylarene, in at least one The at least one conjugated diene monomer is anionically (co)polymerized in the presence of a hydrocarbon solvent, at least one lithium-based initiator, and at least one organic compound comprising at least one nitrogenoxy group. [0003] The resulting diene polymer or random vinylarene-diene copolymer has a linear macrostructure and increased stability of carbanionic / living end groups. In particular, the reactivity of the alkyl, diene and / or vinylaryl carbanion end groups is modified by using at least one organic compound comprising at least one nitrogenoxy group which is non-reactive under (co)polymerization...

Claims

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Application Information

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IPC IPC(8): C08F212/08C08F236/10C08F2/38
CPCC08F212/08C08F2438/02C08F236/10C08F2/38C08F236/06C08F36/06C08F293/005C08F112/08
Inventor 卢卡·索杜安德里亚·瓦莱利安东尼奥·索里托
Owner VERSALIS SPA
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