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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 (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.

SUBMITTER: Merkes JM 

PROVIDER: S-EPMC8576189 | biostudies-literature | 2021 Nov

REPOSITORIES: biostudies-literature

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

Merkes Jean Michel JM   Banala Srinivas S  

ChemistryOpen 20211101 11


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 derivati  ...[more]

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