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Hydrogenated aromatic alkenyl and diene copolymers containing comonomers that have silyl hydride units and functionalized analogues thereof

A technology of silyl hydrides and alkenyl aromatics, applied in coatings, adhesives, etc., can solve problems such as fracture, low reaction temperature, and instability

Active Publication Date: 2014-11-19
DYNASOL ELASTOMEROS +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Overall, these steps involving new monomers for each functional group have the distinct disadvantage of having two additional steps compared to conventional polymerization processes: the introduction of protecting groups in the monomers and the necessity to perform a deprotection step , and the need for low reaction temperatures / polar solvents
[0014] The products obtained by this method contain in their structure olefinic double bonds which, if exposed to ultraviolet light or other unfavorable environments, tend to break due to heat or oxidation and thus become unstable, and cannot be used in specific applications (EP2289951)

Method used

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  • Hydrogenated aromatic alkenyl and diene copolymers containing comonomers that have silyl hydride units and functionalized analogues thereof
  • Hydrogenated aromatic alkenyl and diene copolymers containing comonomers that have silyl hydride units and functionalized analogues thereof
  • Hydrogenated aromatic alkenyl and diene copolymers containing comonomers that have silyl hydride units and functionalized analogues thereof

Examples

Experimental program
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preparation example Construction

[0040] Conjugated dienes (or dienes) suitable for use in the preparation of the polymers of the present invention are known in the art and include, but are not limited to: 1,3-butadiene, isoprene, 2,3 -Dimethyl-1,3-butadiene, 1,3-pentadiene, 2-methyl-3-ethyl-1,3-butadiene, 2-methyl-3-ethyl-1 ,3-pentadiene, 1,3-hexadiene, 2-methyl-1,3-hexadiene, 1,3-heptadiene, 3-methyl-1,3-heptadiene, 1 ,3-octadiene, 3-butyl-1,3-octadiene, 3,4-dimethyl-1,3-hexadiene, 3-n-propyl-1,3-pentadiene, 4,5-diethyl-1,3-octadiene, 2,4-diethyl-1,3-butadiene, 2,3-di-n-propyl-1,3-butadiene, 2 - Methyl-3-isopropyl-1,3-butadiene and myrcene, and mixtures thereof.

[0041] In a preferred embodiment, at least one conjugated diene monomer is selected from butadiene (B) and / or isoprene (I).

[0042] The polymers of the present invention also include at least one monomer comprising at least one silyl hydride moiety (ie, Si-H bond). The use of this type of monomer in polymerization is to provide the polymer wit...

specific Embodiment

[0115] In the examples described below, all polymerizations and hydrogenations were carried out in an autoclave reactor with an internal capacity of 2 liters, with a system for temperature control, stirring, and a flow meter in the monomer addition line, and Nitrogen and hydrogen inlets, venting and sampling lines.

[0116] The obtained polymers were subjected to gel permeation chromatography and 1 H NMR technique in CDCl 3 Characterization was performed at 500mHz.

Embodiment 1

[0117] Example 1 4-dimethylsilylstyrene and block copolymers of styrene and butadiene with 4-dimethylsilylstyrene in the first block, (DMSiS / S)-b -BD-b-S

[0118] 1130 mL of cyclohexane together with 2.8 mL of tetrahydrofuran and 20.1 g of styrene and 1 mL of pure 4-dimethylsilylstyrene were introduced into the polymerization reactor. The initial reaction temperature was set at 60° C., and 2.1 mmol of n-butyl lithium in cyclohexane was added. The monomer mixture was reacted under these conditions for 5 minutes. Thereafter, 151 mL (1.75 mol) of 1,3-butadiene was added. The reaction of butadiene was polymerized for 25 minutes. Finally, 20.4 g of styrene were added to the cyclohexane solution. The reaction time of the final styrene block was 5 minutes and the right amount of di-tert-butylmethylphenol (BHT) was added to deactivate the living polymer chains as determined by on-line UV-Vis technique. A sample of the cyclohexane solution of the polymer was precipitated in hot wa...

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Abstract

The present invention relates principally to polymers that comprise at least one aromatic alkenyl monomer, at least one conjugated diene monomer, and at least one monomer that contains silyl hydride groups, which are characterized in that said polymers are hydrogenated and preferably functionalized by means of hydrosilylation reactions between the silyl hydride groups in the polymer chain and the multiple bonds of any alkene or alkyne compound. In addition to the products described, this invention comprises the methods for the synthesis thereof and the uses thereof, especially as hot-melt adhesives, in plastics impact modification, and in chain-extension reactions with a view to obtaining new materials, inter alia.

Description

technical field [0001] The present invention relates to hydrogenated alkenyl aromatic-diene copolymers comprising comonomers having silyl hydride units, functionalized analogues obtained by hydrosilylation reactions as well as corresponding synthesis methods and their use, in particular It is used as a hot melt adhesive in the impact modification of plastics, especially in the chain extension reaction used to obtain new materials. Background technique [0002] Polymers containing conjugated dienes and vinylaromatic groups, such as triblock or pentablock copolymers of styrene-butadiene or styrene-isoprene, have been commercialized in a variety of applications , such as adhesives, shoe soles and polymer modification. [0003] Furthermore, it is of great commercial value to have polymers with functional groups both within the chain and at the chain ends. Their usefulness lies in the ability of these functional groups to participate in reactions such as reversible ionic associ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08C19/02C08C19/25C08C19/44C08F293/00C08F297/04
CPCC08C19/25C08F293/005C08F297/04C08C19/44C08C19/02C09J153/005C09D153/005
Inventor 塞尔吉奥·科罗娜·加尔万戴安娜·马丁内斯·维希特尔路易斯·塞拉诺·阿维莱斯蒙特塞拉特·费尔南德斯·穆尼奥斯罗德里克·P·夸克维娅·查万乔纳森·雅诺斯基
Owner DYNASOL ELASTOMEROS
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