Composition processing property relationship of vitrimers Based on polyethyleneimine

Jarach, Natanel; Golani, D.; Asaf, Ofer; Dodiuk, H.; Shamir, Yoav; Goldbourt, Amir; Kenig, S.; Naveh, Naum

doi:10.1039/d1py00116g

Cited by 9 publications

(16 citation statements)

References 62 publications

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“…This is attributed to the change in the chemical structure of the PIs with higher temperature and/or compression times. As discussed earlier, 52 during heating, imine bonds reduce to amines. Thus, the higher the temperature (above 175–180°C), the lower the number of imine bonds.…”

Section: Resultsmentioning

confidence: 61%

“…Previous work 52 indicated that crosslink density increases with compression molding time, until it levels off after 20 min. Crosslink density follows PI < PI‐10 < PI‐20 ≅ PI‐40 ≅ PI‐60 , along with an increase in vitrification temperature or topology freezing transition temperature ( T v ) from 86°C to 135°C.…”

Section: Resultsmentioning

confidence: 93%

“…After post‐curing, a schematic illustration of PI based on SS‐NMR and ATR‐IR analysis was created. Reproduced from Jarach et al 52 with permission from the Royal Society of Chemistry. SS‐NMR, solid‐state NMR…”

Section: Resultsmentioning

confidence: 99%

“…The synthesis of the polyimine ( PI ) is described in a previous publication 52 . One mol of PEI and 2.26 mol of TPA were reacted at 40°C in 60 ml EtOH as a solvent for 3 h. The product was washed and filtered using a Büchner funnel with 300 ml toluene and 300 ml EtOH and then dried in vacuum at 60°C for 12 h.…”

Section: Methodsmentioning

confidence: 99%

“…[3][4][5] Imine containing polymers are a kind of "dual" RCBPs, 6,[38][39][40][41][42][43][44][45][46][47][48] as they are both general (due to the formation of imine bonds from amine and aldehydes/ketones, which are reversible reactions 49,50 ) and dynamic (undergo transimination reactions-imine exchange and imine metathesis, as demonstrated in Figure 1 51 ). In this study, we extend 52 our investigation of amine-containing systems obtained from polyethyleneimine (PEI) and terephthalaldehyde (TPA), focusing on the composition and rheology relationship of this class of polymers.…”

Section: Introductionmentioning

confidence: 99%

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Rheology—Composition relationship of vitrimers based on polyethyleneimine

Jarach

Dodiuk

Kenig

et al. 2022

J of Applied Polymer Sci

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The effect of chemical composition on the rheology of a reversible covalent bond containing polyethyleneimine (RCBP) was studied. RCBPs, also known as vitrimers, exhibit thermoplastic‐like processability, but unlike thermoplastic polymers, their behavior is not driven by disentanglement, and all the bonds undergo transformation (almost) simultaneously at constant average crosslink density. Therefore, no lower plateau was observed in a viscosity‐shear rate plot. Transimination, the principal mechanism that imparts flowability, consists of two mechanisms—imine exchange and imine metathesis. Metathesis is only activated by heat, while imine exchange is activated also by stress. Imine metathesis provides low viscosity values at higher crosslink density. A lower viscosity (1092 []Pa0.25emnormals compared to 22,986 []Pa0.25emnormals at 100 Hz) was accomplished by adding 4 wt% triethylenetetramine (TETA). An Arrhenius‐type behavior is shown via relaxation tests with three distinct regions—up to 125°C (only imine exchange), between 125°C and 160°C (imine exchange and imine metathesis) and above 160°C (imine reduction to amine). Imine metathesis seems to promote flow at intermediate temperatures, and at around 150°C, the material behaves as a viscous fluid, otherwise at higher or lower temperatures the dynamic behavior is that of an elastic solid.

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Section: Resultsmentioning

confidence: 61%

Section: Resultsmentioning

confidence: 93%

Section: Resultsmentioning

confidence: 99%

Section: Methodsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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Rheology—Composition relationship of vitrimers based on polyethyleneimine

Jarach

Dodiuk

Kenig

et al. 2022

J of Applied Polymer Sci

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Debondable, Recyclable and/or Biodegradable Naturally‐Based Adhesives

Jarach

Dodiuk

2023

Biobased Adhesives

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Fully Recyclable Cured Polymers for Sustainable 3D Printing

Jarach,

Dodiuk,

Kenig

et al. 2023

Advanced Materials

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The most prevalent materials used in the Additive Manufacturing era are polymers and plastics. Unfortunately, these materials are recognized for their negative environmental impact as they are primarily non‐recyclable, resulting in environmental pollution. In recent years, a new sustainable alternative to these materials has been emerging: reversible covalent bond‐containing polymers (RCBPs). These materials can be recycled, reprocessed, and reused multiple times without losing their properties. Nonetheless, they have two significant drawbacks when used in 3D printing. First, some require adding new materials every reprinting cycle, and second, others require high temperatures for (re)printing, limiting recyclability and increasing energy consumption. This study, thus, introduces fully recyclable RCBPs as a sustainable approach for radiation‐based printing technologies. This approach enables multiple (re)printing cycles at low temperatures (50 °C lower than the lowest reported) without adding new materials. It involves purposefully synthesized polymers that undergo reversible photopolymerization, composed of a tin‐based catalyst. An everyday microwave oven quickly de‐polymerized these polymers, obtaining complete reversibility.This article is protected by copyright. All rights reserved

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Composition processing property relationship of vitrimers Based on polyethyleneimine

Abstract: The composition-processing-properties relationship of imine containing reversible covalent bonds containing polymers (RCBPs) was studied using an innovative (regarding this type of polymers) combination of characterization methods. This combination led, for...

Cited by 9 publications

References 62 publications

Rheology—Composition relationship of vitrimers based on polyethyleneimine

Rheology—Composition relationship of vitrimers based on polyethyleneimine

Debondable, Recyclable and/or Biodegradable Naturally‐Based Adhesives

Fully Recyclable Cured Polymers for Sustainable 3D Printing

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