Highly fluorescent hybrid pigments from anthocyanin- and red wine pyranoanthocyanin-analogs adsorbed on sepiolite clay

Silva, Gustavo Thalmer M.; Silva, Karen M. da; Silva, Cassio P.; Rodrigues, Ana Clara B.; Oake, Jessy; Gehlen, Marcelo Henrique; Bohne, Cornelia; Quina, Frank H.

doi:10.1039/c9pp00141g

Cited by 26 publications

(18 citation statements)

References 69 publications

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“…The strategy to achieve the same stability known to Maya blue has been leading the scientists to try to enhance other organic dyes for several applications. Concerning the studies about anthocyanins, montmorillonite has been investigated as inorganic host materials in recent years [12,17,18], followed by palygorskite [19,20], sepiolite [21], laponite [22] and saponite [23]. However, no study explored the stability enhancement for anthocyanin after adsorption on modified clay.…”

Section: Introductionmentioning

confidence: 99%

Saponite-anthocyanin pigments: Slipping between the sheets

Lima

Castro-Silva

Silva-Filho

et al. 2020

Microporous and Mesoporous Materials

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The present work describes the synthesis and characterization of hybrid materials based on β-cyclodextrin (β-CD) and cetyltrimethylammonium bromide (CTAB) intercalated into saponite (SAP) and a commercially available powder of anthocyanin dye, Crystal Red Grape (RG). The interactions between the organic dye guest and the organo-clay host were investigated by X-ray diffraction, thermogravimetric analysis, transmission electronic microscopy and 13 C solid state nuclear magnetic resonance. The results support complex formation between β-CD and CTAB, their intercalation into the clay interlayer spaces or surface loading, and their interaction with RG (CTAB_SAP-RG, β-CD_SAP-RG and β-CD+CTAB_SAP-RG).The hybrid pigments formed exhibit different colors, enhanced stability against visible light irradiation and basic pH conditions. These hybrid pigments are environmentally friendly and can be promising candidates in different application fields.

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Section: Introductionmentioning

confidence: 99%

Saponite-anthocyanin pigments: Slipping between the sheets

Lima

Castro-Silva

Silva-Filho

et al. 2020

Microporous and Mesoporous Materials

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“…Increasing pH values at synthesis conditions (Table 1) lead to structural transformations of ACN molecules loaded on the nanoclay. In this sense, at moderately acid-neutral conditions the flavylium and base forms could be in fast equilibrium while AH + is reacting to give the hemiacetal form B followed by ring-opening tautomerization to form the cis-chalcone form and then slow isomerization to the trans-chalcone form; considering that hydration is much slower compared to proton transfer [24,35,43], resulting in orange to purple hues (Figure 1). At basic pH values, yellowish or bluish colours were obtained as ACNs are prone to colour changes due to both nucleophilic attack by water and deprotonation.…”

Section: Pomegranate Hybrid Nanopigments (Pdnps)mentioning

confidence: 99%

“…The research in hybrid materials based on the use of clay minerals and natural pigments has continuously increased during the last decades [33][34][35]. ACNs were used in food packaging applications for the development of intelligent films with reversible acid/base allochronic behaviour [23], new colorimetric films based on pH using mulberry ACNs, ethylene-vinyl alcohol copolymer and montmorillonite [33]; intelligent nanocomposite films based on chitosan and poly-vinyl alcohol with ACNs from black carrot [36] or active intelligent nanocomposite films based on ethylene vinyl acetate containing ACNs from rosemary extract and ZnO/Fe-MMT nanoparticles [37].…”

Section: Introductionmentioning

confidence: 99%

Anthocyanin Hybrid Nanopigments from Pomegranate Waste: Colour, Thermomechanical Stability and Environmental Impact of Polyester-Based Bionanocomposites

et al. 2021

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In the present work, anthocyanin (ACN) hybrid nanopigments were synthetized by using a natural pomegranate dye (PD) and calcined hydrotalcite (HT) and montmorillonite (MMT) nanoclays. A wide colour gamut was obtained with MMT-based nanopigments ranging from reddish to bluish hues caused by structural transformations of ACNs at different pH values. However, a buffer effect was observed with HT obtaining samples a similar final colour regardless of the synthesis conditions. Nanopigments added with a biomordant extracted from pomegranate peels showed a different colour compared to the incorporation of a commercial mordant due to the intrinsic colouring properties of the pomegranate bioadditive. The developed nanopigments were incorporated at 7 wt% loading to produce novel polyester-based bionanocomposites which were characterized in terms of thermal, mechanical and colour properties. The encapsulation of PD into the nanoclays improved its thermal stability, in particular for MMT-based nanopigments. The pH changes observed during the nanofillers synthesis affected the final colour of the MMT-based nanocomposites, inducing a general increase in ∆E* and a decrease in gloss values. Slight improvements were obtained in terms of elastic modulus for MMT-based polymer samples confirming the applicability of the developed bionanocomposites as colouring and reinforcement materials. A very similar environmental profile was obtained for MMT and HT-based nanofillers showing MMT-based nanopigments a slightly better general behaviour. The results of the LCA study evidenced the suitability of the processes used in this work to the circular bioeconomy approach through sustainable food waste management and the production of bioplastics using waste substrates.

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“…Due to its unique layered structure, montmorillonite (Mt) was used to improve the stability of natural ACN [1,3,6,16]. Silva et al Also prepared highly fluorescent hybrid pigments with improved color and thermal stability by encapsulating a series of models of ACN into the tunnels and grooves of sepiolite (Sep) [17]. In addition, our groups recently synthesized the reversible allochroic hybrid pigments with excellent stability by incorporation of ACN into palygorskite (Pal) [18].…”

Section: Introductionmentioning

confidence: 99%

A Comparative Study on Color Stability of Anthocyanin Hybrid Pigments Derived from 1D and 2D Clay Minerals

Wang

et al. 2019

Materials

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Anthocyanin extracted from the fresh blue berry fruits was loaded onto different clay minerals including one-dimensional tubular halloysite and fibrous sepiolite, and two-dimensional lamellar kaolinite and montmorillonite to fabricate reversible allochroic hybrid pigments. The effect of the possible interaction mechanism between anthocyanin and clay minerals on the color stability of hybrid pigments was investigated. Due to the difference in the structures and properties of clay minerals, natural anthocyanin was inclined to be absorbed on the surface and intercalated into the interlayer of 2:1 type layered montmorillonite, while it was mainly anchored on the surface of 1:1 type kaolinite and halloysite. By contrast, it was simultaneously loaded on the surface and confined into the nanochannels and/or grooves of 2:1 type chain-layered sepiolite. Interestingly, the resulting hybrid pigments presented good thermal stability and resistance to chemical reagents, as well as reversible gas-sensitive allochroic behavior in HCl or NH3 gases, especially anthocyanin/sepiolite hybrid pigments due to the shielding effect of the well-defined nanochannels and grooves of sepiolite. Based on this color-change behavior, a simple pH test paper was also prepared with obvious color change at different pH values by coating the filter paper with anthocyanin/sepiolite hybrid pigments.

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Highly fluorescent hybrid pigments from anthocyanin- and red wine pyranoanthocyanin-analogs adsorbed on sepiolite clay

Abstract: Adsorption of flavylium and pyranoflavylium cations on sepiolite clay produces highly fluorescent hybrid pigments with improved color and thermal stability.

Cited by 26 publications

References 69 publications

Saponite-anthocyanin pigments: Slipping between the sheets

Saponite-anthocyanin pigments: Slipping between the sheets

Anthocyanin Hybrid Nanopigments from Pomegranate Waste: Colour, Thermomechanical Stability and Environmental Impact of Polyester-Based Bionanocomposites

A Comparative Study on Color Stability of Anthocyanin Hybrid Pigments Derived from 1D and 2D Clay Minerals

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