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Double dynamic polymers

A polymer and polyurethane technology, applied in polyurea/polyurethane adhesives, adhesive types, organic chemistry, etc., can solve the problems of low quality recycled materials, achieve good modularity, enhance adhesion and self-healing performance effect

Inactive Publication Date: 2021-05-28
CENT NAT DE LA RECHERCHE SCI +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Important limitations of its recyclability arise due to very important industrial, economic and environmental concerns: academic and industrial roadmaps clearly identify the need for new technologies on this issue
In both cases, the limitation is that the recycled material is of lower quality than the raw material, and it is often used as an additive in new formulations rather than as a fully renewed material
Among the technologies used so far, none of them are technically and economically mature enough to provide a satisfactory market for the industry, so new and innovative solutions are needed to recycle thermoset PU, such as foams, elastomers or coatings

Method used

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  • Double dynamic polymers
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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0188] Example 1 - Synthesis of polymers according to the invention

[0189] Synthesis of dialdehyde precursors

[0190] 2-(2-(3-(6-isocyanatohexyl)ureido)-6-methyl-4-oxo-1,4-dihydropyrimidin-5-yl)ethyl (6-isocyanato Synthesis of Acatohexyl) Carbamate (A)

[0191]

[0192] 2-Amino-5-(2-hydroxyethyl)-6-methylpyrimidin-4(1H)-one (2.25 g, 13.3 mmol) was added to a 2-neck round-bottomed flask, followed by three vacuum / Air was purged under argon cycle and filled with DMF (10 mL). To this stirred suspension, cold hexamethylene diisocyanate (HDI) (20 mL, 124.9 mmol) and pyridine (2 mL) were added; the resulting white suspension was then heated at 90 °C overnight. After heating for 2 hours, complete dissolution of the white precipitate was observed and the clear colorless solution turned to a clear yellow overnight. The solution was then added dropwise to cold diethyl ether (300 mL), resulting in an off-white precipitate and a clear yellow liquid, which was decanted. The soli...

Embodiment 2

[0215] Example 2 - Mechanical properties of polymers according to the invention

[0216] Mechanical Properties of Thermoplastics

[0217] The behavior of the material in tension at very low strains was analyzed using Dynamic Mechanical (Thermal) Analysis (DMTA); the material was cut to approximately the following dimensions: 40mm x 10mm x 1mm. For each DMTA analysis, a sinusoidal force was used, with a strain starting at 0.6% and peaks and valleys at 0.8% and 0.4%, respectively. In the temperature range of -75 ° C to 150 ° C, and using the frequency range of 0.1 Hz to 15 Hz to observe the performance of the material, and then observe the change of storage modulus and loss modulus and tangent increment ( figure 1 a and figure 1 b). The mechanical response of a dual dynamic thermoplastic was compared to three different control materials: PBD TP CTLO (amine-modified condensation with hexamethylene diisocyanate), PBD TP CTL1 UPy (amine modified Condensation with compound A)...

Embodiment 3

[0226] Example 3: Self-healing properties of polymers according to the invention

[0227] Self-Healing Properties of Thermoplastics and Thermosets

[0228] Two different types of cuts are investigated for thermoplastic or thermoset materials, half-width and half-thickness (half-to-half) and half-width and full-thickness (half-to-full). The cut samples were repaired by heating in iron-like fashion at 50-70°C for thermoplastics and 110-120°C for thermosets for about 30 minutes. The samples showed near quantitative recovery of mechanical properties after 5 iron-like operating cycles.

[0229] The inventors have characterized the self-healing capabilities of different materials under mechanical loading, below and above the viscous flow transition point. All polyurethane samples showed self-healing ability at temperatures above the viscous flow temperature. Regardless of the chemical structure of the investigated elastomer, thermoplastics (TP) exhibit high self-healing capabilit...

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Abstract

The invention relates to polymers comprising a monomer comprising a polyurethane, a supramolecular moiety, an elastomer moiety and a functional group comprising a -C=N- link, composition comprising such polymers and a process for preparing such polymers. The invention relates to polymers having a double dynamic polymer, said presenting adhesive properties and self-healing properties, and preferably said polymer being recyclable.

Description

[0001] The present invention relates to a novel polymer with a dual dynamic structure combining several supramolecular and dynamic covalent bonds. [0002] In particular, the present invention relates to a polymer comprising a polyurethane-comprising monomer, a supramolecular part, an elastomeric part and a functional group comprising a -C=N- bond. [0003] The invention also relates to the monomers used for the preparation of the polymers, the method of preparation of the polymers and their use. Background technique [0004] Polyurethane (PU) was discovered 80 years ago, and since then, this abundant polymer has been widely used in our daily life, with a global production of 322 million tons in 2015. For industrial applications, all PUs and their analogues are obtained by irreversible polyaddition reactions between polymeric polyols (or polyamines and alkanolamines) and polyisocyanates: [0005] [0006] Among the most commonly used polyisocyanates, one will find toluene ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G18/73C08G83/00C08G18/28C08G18/38C08G73/00C09J175/12C08G73/06C08G101/00
CPCC08G18/2815C08G18/3848C08G18/73C08G73/0633C08G83/008C08G2190/00C08G2280/00C09J175/12C08G2110/0008C08G2110/0025C07D239/47C08G18/10C08G18/4825C08G18/4854C08G18/61C08G18/755
Inventor 尼古拉·朱塞波内埃米莉·穆兰皮埃尔·卢茨西蒙·麦凯克里斯蒂安·戈捷樊尚·勒韦鲁安妮·吕班莱安德罗·雅科曼
Owner CENT NAT DE LA RECHERCHE SCI