Bio‐Based Polyurethanes from Carbohydrate Monomers

Galbis, Juan A.; Garcı́a-Martı́n, Marı́a de Gracia; de-Paz, M.-Violante; Galbis, Elsa

doi:10.5772/intechopen.69606

Cited by 9 publications

(10 citation statements)

References 62 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…The step-growth polyaddition reaction carries a great variability in the compositions including the types and functionality of both the isocyanates and polyols as well as of other additives [5,6,7,8,9]. Furthermore, both isocyanates and polyols can originate from natural resources, such as polyols, e.g., from carbohydrates [6]. Thus, one can vary the chemical structure of PURs in a wide range to tailor their physical, chemical and biological properties for specific applications.…”

Section: Introductionmentioning

confidence: 99%

“…Thus, one can vary the chemical structure of PURs in a wide range to tailor their physical, chemical and biological properties for specific applications. The use of naturally occurring carbohydrates for the synthesis of PURs is well-documented [6]. Garcon et al synthesized PURs from protected sugar derivatives and 1,6-hexamethylene diisocyanate (HDI) [7].…”

Section: Introductionmentioning

confidence: 99%

See 1 more Smart Citation

Designed Polyurethanes for Potential Biomedical and Pharmaceutical Applications: Novel Synthetic Strategy for Preparing Sucrose Containing Biocompatible and Biodegradable Polyurethane Networks

Nagy

Vadkerti

et al. 2019

Polymers

View full text Add to dashboard Cite

In this paper the preparation and detailed characterization of designed polyurethanes (SPURs) are reported for potential biological, biomedical and/or pharmaceutical applications. Importantly, in order to fulfill these goals all reactants and solvents used were selected according to the proposal of EUR-8 Pharmacopoeia. For the synthesis, a novel strategy was introduced and elaborated. A series of SPUR samples was prepared from poly(ε-caprolactone)-diol, 1,6-hexamethylene diisocyanate and sucrose as a chain extender/crosslinking agent to obtain sucrose containing polyurethanes. In addition, the mol ratios of the sucrose were varied within an order of magnitude. The prepolymers and the products of the syntheses were investigated by matrix-assisted laser desorption/ionization time-of-flight mass spectrometry (MALDI-TOF MS) and infrared spectroscopy (IR), respectively. It was found that the reactivity of the eight free hydroxyl groups of sucrose are different, and after curing the SPUR samples at 60 °C no free isocyanate groups can be observed. Furthermore, swelling experiments performed with various solvents of different polarities revealed that the highest degree of swelling took place in dimethyl-sulfoxide. However, low degrees of swelling were recognized in water and hexane. It is important to note that the gel contents were around 90% in all cases, which demonstrate that the crosslinking was almost complete. In addition, the kinetics of swelling were also evaluated and successfully modeled. The crosslink densities were calculated from the data of the swelling experiments by means of the Flory-Rehner equation. Unexpectedly, it was found that the crosslink density decreased with the increasing sucrose content also in line with the results obtained by relaxation modulus experiments and dynamic mechanical analysis (DMA). The Tg and Tm of SPUR samples, determined from DSC and DMA measurements, were around −57 °C and 27 °C, respectively. According to the mechanical tests the SPUR samples showed high elongation at break values, i.e., high flexibilities. Furthermore, the stress-strain curves were also modeled and discussed.

show abstract

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Designed Polyurethanes for Potential Biomedical and Pharmaceutical Applications: Novel Synthetic Strategy for Preparing Sucrose Containing Biocompatible and Biodegradable Polyurethane Networks

Nagy

Vadkerti

et al. 2019

Polymers

View full text Add to dashboard Cite

show abstract

“…obtained from easily accessible monosaccharides [17][18][19] by either hydrolytic or enzymatic processes [20][21][22][23][24][25] are biocompatible and degradable materials. Those PUs containing disulfide bonds and carbohydrate moieties in the backbone repeating units were degraded by GSH [22][23][24][25].…”

Section: Mmentioning

confidence: 99%

Hydrolytic degradation of d-mannitol-based polyurethanes

Romero-Azogil

Benito

Ilarduya

et al. 2018

Polymer Degradation and Stability

Self Cite

View full text Add to dashboard Cite

The capacity of redox D-mannitol-based polyurethanes to modulate the glutathione response under physiological conditions, as well as their effectiveness for sustained and site-specific drug release in the gastrointestinal tract (GIT), have been demonstrated in previous studies. Based on those promising results, our attention has now been drawn towards hydrolytic degradation processes at 37 °C and different pH values, from acidic to basic conditions, as in the GIT. For that, two sets of branched and linear D-mannitol-based polyurethanes containing disulfide bonds have been synthesized, which has been possible depending on the starting D-mannitolderived monomer. Thus 3,4-O-isopropylidene-D-mannitol, having two

show abstract

“…The materials can be soft and tacky, hard and brittle, or anywhere in between. Figure 1 depicts a list of different types of diisocyanates that are commonly used in the synthesis of polyurethanes for different industrial applications [ 40 ]. Aromatic and aliphatic diisocyanates have different chemical reactivities and can be used to tailor the mechanical, thermal and UV stability of polyurethanes.…”

Section: Introductionmentioning

confidence: 99%

Waterborne Polyurethane Dispersions and Thin Films: Biodegradation and Antimicrobial Behaviors

Madbouly

2021

Molecules

View full text Add to dashboard Cite

Biodegradable and antimicrobial waterborne polyurethane dispersions (PUDs) and their casted solid films have recently emerged as important alternatives to their solvent-based and non-biodegradable counterparts for various applications due to their versatility, health, and environmental friendliness. The nanoscale morphology of the PUDs, dispersion stability, and the thermomechanical properties of the solid films obtained from the solvent cast process are strongly dependent on several important parameters, such as the preparation method, polyols, diisocyanates, solid content, chain extension, and temperature. The biodegradability, biocompatibility, antimicrobial properties and biomedical applications can be tailored based on the nature of the polyols, polarity, as well as structure and concentration of the internal surfactants (anionic or cationic). This review article provides an important quantitative experimental basis and structure evolution for the development and synthesis of biodegradable waterborne PUDs and their solid films, with prescribed macromolecular properties and new functions, with the aim of understanding the relationships between polymer structure, properties, and performance. The review article will also summarize the important variables that control the thermomechanical properties and biodegradation kinetics, as well as antimicrobial and biocompatibility behaviors of aqueous PUDs and their films, for certain industrial and biomedical applications.

show abstract

Bio‐Based Polyurethanes from Carbohydrate Monomers

Cited by 9 publications

References 62 publications

Designed Polyurethanes for Potential Biomedical and Pharmaceutical Applications: Novel Synthetic Strategy for Preparing Sucrose Containing Biocompatible and Biodegradable Polyurethane Networks

Designed Polyurethanes for Potential Biomedical and Pharmaceutical Applications: Novel Synthetic Strategy for Preparing Sucrose Containing Biocompatible and Biodegradable Polyurethane Networks

Hydrolytic degradation of d-mannitol-based polyurethanes

Waterborne Polyurethane Dispersions and Thin Films: Biodegradation and Antimicrobial Behaviors

Contact Info

Product

Resources

About