Temperature‐Controlled Conversion of Boc‐Protected Methylene Blue: Advancing Solid‐State Time‐Temperature Indicators

Abstract Cold‐chain management is of high importance in preserving perishable products and in retaining quality. A visible marker on packages indicating complete maintenance of the cold chain assures safe consumption of products by end‐users and assists in reducing waste. Time‐temperature indicators...

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Autores principales:	Dr. Jean Michel Merkes, Dr. Srinivas Banala
Formato:	article
Lenguaje:	EN
Publicado:	Wiley-VCH 2021
Materias:	cold-chain transport food packaging methylene blue solid-state indicators traceless conversion Chemistry QD1-999
Acceso en línea:	https://doaj.org/article/06e24a685c484a2fb2db5ae24597a19d
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spelling	oai:doaj.org-article:06e24a685c484a2fb2db5ae24597a19d2021-11-27T06:12:47ZTemperature‐Controlled Conversion of Boc‐Protected Methylene Blue: Advancing Solid‐State Time‐Temperature Indicators2191-136310.1002/open.202100142https://doaj.org/article/06e24a685c484a2fb2db5ae24597a19d2021-11-01T00:00:00Zhttps://doi.org/10.1002/open.202100142https://doaj.org/toc/2191-1363Abstract Cold‐chain management is of high importance in preserving perishable products and in retaining quality. A visible marker on packages indicating complete maintenance of the cold chain assures safe consumption of products by end‐users and assists in reducing waste. Time‐temperature indicators (TTIs) are integrated markers that provide information about exposure of packages to adverse temperature and have been gaining increased attention by consumers. Here we present a methylene‐blue‐based derivative, N,N,N′,N′‐tetramethyl‐N10‐Boc‐phenothiazine‐3,7‐diamine (BocPTDA), that can be used as a solid‐state organic TTI dye, exhibiting an irreversible change from colorless to blue green upon heating. The conversion properties, studied using a silicagel‐coated plate, confirmed that BocPTDA undergoes a color change above 20 °C. At temperatures of 4 °C and below, no visible changes are exhibited, making BocPTDA a well‐suited marker for monitoring abrupt temperature deviations indicating improper cold‐chain management. Thus, application of BocPTDA‐based TTI systems on packages could inform consumers about the cold‐chain maintenance, assuring quality and safe consumption.Dr. Jean Michel MerkesDr. Srinivas BanalaWiley-VCHarticlecold-chain transportfood packagingmethylene bluesolid-state indicatorstraceless conversionChemistryQD1-999ENChemistryOpen, Vol 10, Iss 11, Pp 1129-1132 (2021)
institution	DOAJ
collection	DOAJ
language	EN
topic	cold-chain transport food packaging methylene blue solid-state indicators traceless conversion Chemistry QD1-999
spellingShingle	cold-chain transport food packaging methylene blue solid-state indicators traceless conversion Chemistry QD1-999 Dr. Jean Michel Merkes Dr. Srinivas Banala Temperature‐Controlled Conversion of Boc‐Protected Methylene Blue: Advancing Solid‐State Time‐Temperature Indicators
description	Abstract Cold‐chain management is of high importance in preserving perishable products and in retaining quality. A visible marker on packages indicating complete maintenance of the cold chain assures safe consumption of products by end‐users and assists in reducing waste. Time‐temperature indicators (TTIs) are integrated markers that provide information about exposure of packages to adverse temperature and have been gaining increased attention by consumers. Here we present a methylene‐blue‐based derivative, N,N,N′,N′‐tetramethyl‐N10‐Boc‐phenothiazine‐3,7‐diamine (BocPTDA), that can be used as a solid‐state organic TTI dye, exhibiting an irreversible change from colorless to blue green upon heating. The conversion properties, studied using a silicagel‐coated plate, confirmed that BocPTDA undergoes a color change above 20 °C. At temperatures of 4 °C and below, no visible changes are exhibited, making BocPTDA a well‐suited marker for monitoring abrupt temperature deviations indicating improper cold‐chain management. Thus, application of BocPTDA‐based TTI systems on packages could inform consumers about the cold‐chain maintenance, assuring quality and safe consumption.
format	article
author	Dr. Jean Michel Merkes Dr. Srinivas Banala
author_facet	Dr. Jean Michel Merkes Dr. Srinivas Banala
author_sort	Dr. Jean Michel Merkes
title	Temperature‐Controlled Conversion of Boc‐Protected Methylene Blue: Advancing Solid‐State Time‐Temperature Indicators
title_short	Temperature‐Controlled Conversion of Boc‐Protected Methylene Blue: Advancing Solid‐State Time‐Temperature Indicators
title_full	Temperature‐Controlled Conversion of Boc‐Protected Methylene Blue: Advancing Solid‐State Time‐Temperature Indicators
title_fullStr	Temperature‐Controlled Conversion of Boc‐Protected Methylene Blue: Advancing Solid‐State Time‐Temperature Indicators
title_full_unstemmed	Temperature‐Controlled Conversion of Boc‐Protected Methylene Blue: Advancing Solid‐State Time‐Temperature Indicators
title_sort	temperature‐controlled conversion of boc‐protected methylene blue: advancing solid‐state time‐temperature indicators
publisher	Wiley-VCH
publishDate	2021
url	https://doaj.org/article/06e24a685c484a2fb2db5ae24597a19d
work_keys_str_mv	AT drjeanmichelmerkes temperaturecontrolledconversionofbocprotectedmethyleneblueadvancingsolidstatetimetemperatureindicators AT drsrinivasbanala temperaturecontrolledconversionofbocprotectedmethyleneblueadvancingsolidstatetimetemperatureindicators
_version_	1718409147277377536

Temperature‐Controlled Conversion of Boc‐Protected Methylene Blue: Advancing Solid‐State Time‐Temperature Indicators

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