Solid-state polymerization of EDTA and ethylenediamine as one-step approach to monodisperse hyperbranched polyamides

Tomaz, Vivian A.; Rubira, Adley F.; Silva, Rafael

doi:10.1039/c6ra01023g

Cited by 13 publications

(5 citation statements)

References 43 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Based on the chemical structure, the EDTA has four symmetrical carboxyl groups, which could react with the hydroxy group to form an ester bond. Copolymerizing with EDTA as a cross-linking agent can form network polymers to increase the toughness and elasticity of copolymers [54]. These kinds of network structures play a role in improving the thermal stability and mechanical strength of copolymers [55].…”

Section: Introductionmentioning

confidence: 99%

Effect of Ethylenediaminetetraacetic Acid on Unsaturated Poly(Butylene Adipate-Co-Butylene Itaconate) Copolyester with Low-Melting Point and Controllable Hardness

2019

View full text Add to dashboard Cite

A series of copolyesters, poly(butylene adipate-co-butylene itaconate) (PBABI), was synthesized using melt polycondensation from adipic acid (AA), itaconic acid (IA), 1,4-butanediol (1,4-BDO), and ethylenediaminetetraacetic acid (EDTA). 1H-NMR, FT-IR, GPC, DSC, TGA, DMA, XRD, Shore D, and tensile test were used to systematically characterize the structural and composition/physical properties of the copolyesters. It was found that the melting point (Tm) and crystallization temperature (Tc) of the copolyesters were, respectively, between 21.1 to 57.5 °C and −6.7 to 29.5 °C. The glass transition (Tg) and the initial thermal decomposition (Td-5%) temperatures of the PBABI copolyesters were observed to be between −53.6 to −55.8 °C and 313.6 and 342.1 °C at varying ratios of butylene adipate (BA) and butylene itaconate (IA), respectively. The XRD feature peak was identified at the 2θ values of 21.61°, 22.31°, and 23.96° for the crystal lattice of (110), (020), and (021), respectively. Interestingly, Shore D at various IA ratios had high values (between 51.3 to 62), which indicated that the PBABI had soft plastic properties. The Young’s modulus and elongation at break, at different IA concentrations, were measured to be at 0.77–128.65 MPa and 71.04–531.76%, respectively, which could be attributed to a close and compact three-dimensional network structure formed by EDTA as a crosslinking agent. There was a significant bell-shaped trend in a BA/BI ratio of 8/2, at different EDTA concentrations—the ∆Hm increased while the EDTA concentration increased from 0.001 to 0.05 mole% and then decreased at an EDTA ratio of 0.2 mole%. Since the PBABI copolymers have applications in the textile industry, these polymers have been adopted to reinforce 3D air-permeable polyester-based smart textile. This kind of composite not only possesses the advantage of lower weight and breathable properties for textiles, but also offers customizable, strong levels of hardness, after UV curing of the PBABI copolyesters, making its potential in vitro orthopedic support as the “plaster of the future”.

show abstract

Section: Introductionmentioning

confidence: 99%

Effect of Ethylenediaminetetraacetic Acid on Unsaturated Poly(Butylene Adipate-Co-Butylene Itaconate) Copolyester with Low-Melting Point and Controllable Hardness

2019

View full text Add to dashboard Cite

show abstract

“…The solid-state synthesis method used in this study is inspired by the work of Tomaz et al, 26 where a solid-state reaction between an organic acid and an amine is shown. In their interesting study, they took advantage of oriented conjugate salts with a certain order, produced by the neutralization reaction between ethylenediamine tetraacetic acid (EDTA) and EDA at different ratios and solvent evaporation.…”

Section: Resultsmentioning

confidence: 99%

Metal-Enhanced Fluorescent Carbon Quantum Dots via One-Pot Solid State Synthesis for Cell Imaging

Can

Onat

Cirit

et al. 2023

ACS Appl. Bio Mater.

View full text Add to dashboard Cite

In this study, a facile one-pot solid-state synthesis method is developed to shed light on the metal-enhanced fluorescence (MEF) effect in carbon quantum dots (CQDs) and gold nanoparticles (AuNPs) hybrid materials. This is one of the few studies on the solid-state synthesis of N-doped CQDs/gold hybrid nanomaterials. We have conducted various sets of experiments to reveal the role of individual reagents during the nucleation and growth of nanoparticles. We have demonstrated that the addition of a small amount of gold salt illustrates a paramount effect (10 3 -fold) in photoluminescence intensity. This effect is ascribed to MEF, which is caused due to interactions between the excited-state fluorophores and the free surface electrons of metal nanoparticles. It is interesting to note that a further increase of gold yields fluorescence quenching due to a large number of formed AuNPs causing fluorescence resonance energy transfer. By adjusting the volume ratio of gold salt and CD precursors, it is possible to obtain the CQDs−AuNPs hybrid with the highest fluorescence, which produces extensive visible light under 460 nm excitation. Synthesized materials have been successfully used for imaging human dermal fibroblasts and A549 lung epithelial cells. The dose-dependent cytotoxicity studies reveal that the hybrid structures do not have cytotoxicity.

show abstract

“…Ethylenediaminetetraacetic acid (EDTA) is widely utilized as a chelating agent for the removal of metal ions, adhesives, and antioxidants, as well as in bioengineering and other fields. , The chemical structure of EDTA has two nitrogen atoms in the center and four symmetrical −COOH groups, which react with the −OH group to produce an ester bond. The toughness and elasticity of copolyesters can be reinforced by copolymerizing with EDTA as a cross-linking agent to form a network architecture, which plays a role in improving the thermal stability and mechanical strength of copolyesters . As described above, the aliphatic polyester can form a three-dimensional (3D) network architecture through copolymerization with tetra-functional cross-linking agents such as ethylenediaminetetraacetic acid, which have been recognized in a strictly controlled content to explore the thermal and mechanical properties and the crystallization behavior in our research …”

Section: Introductionmentioning

confidence: 99%

Isothermal Kinetics of Poly(butylene adipate-co-butylene itaconate) Copolyesters with Ethylenediaminetetraacetic Acid

2020

View full text Add to dashboard Cite

A series of aliphatic copolyesters, poly(butylene adipate-cobutylene itaconate) (PBABI), have been synthesized using melt polycondensation of adipic acid (AA), itaconic acid (IA), 1,4-butanediol (1,4-BDO), and the tetra-functional group of ethylenediaminetetraacetic acid (EDTA, 0.1 mol %) to form partially cross-linking density as novel thermoplastic unsaturated copolyesters in our previous research. The crystal phase of PBABI copolyesters tended to prefer thermodynamics in the presence of a small amount of EDTA. The isothermal crystallization analysis revealed that the PBABI with EDTA exhibited a higher crystallization rate and a shorter half-time of crystallization than neat PBABI copolyesters. All of the sizes of spherulite/sheet crystals in the BA/BI = 9/1 are smaller than at BA/BI = 10/0 with or without a cross-linking agent, which demonstrated that the morphology behavior tended to form a small sheet crystal in the presence of 10 mol % IA, which played a dominant role in determining the average size of the crystal. These results deepen our understanding of the relationship among the crosslinking agent, the crystal form, and solidification time in PBABI copolyesters, making these kinds of polymers applicable to reinforce three-dimensional (3D) air-permeable polyester-based smart textiles.

show abstract

Solid-state polymerization of EDTA and ethylenediamine as one-step approach to monodisperse hyperbranched polyamides

Abstract: Hyperbranched polyamides (HBPAs), a special class of polymers with extended use in colloidal systems, is synthesized by an innovative method taking advantage of the ordered aggregation of positive and negative molecular ions in solid-state.

Cited by 13 publications

References 43 publications

Effect of Ethylenediaminetetraacetic Acid on Unsaturated Poly(Butylene Adipate-Co-Butylene Itaconate) Copolyester with Low-Melting Point and Controllable Hardness

Effect of Ethylenediaminetetraacetic Acid on Unsaturated Poly(Butylene Adipate-Co-Butylene Itaconate) Copolyester with Low-Melting Point and Controllable Hardness

Metal-Enhanced Fluorescent Carbon Quantum Dots via One-Pot Solid State Synthesis for Cell Imaging

Isothermal Kinetics of Poly(butylene adipate-co-butylene itaconate) Copolyesters with Ethylenediaminetetraacetic Acid

Contact Info

Product

Resources

About