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US 8,298,298 B1Granted
Dyes with changeable solubilities, and methods for their use
AssigneeEmpire Development Technology LLC
InventorSeth Adrian Miller
Life of this patent
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Abstract
Solubility changeable dye compositions include a dye component linked via a linker moiety to a stimulus responsive hydrophobic moiety which modulates the solubility of the dye, wherein the hydrophobic moiety is configured to be de-linked from the dye component on exposure to a stimulus and render the dye component more hydrophilic. A method of dying a substrate with such dye compositions includes contacting the dye with the substrate.
Claims20
A method of dying a substrate, the method comprising:
- contacting the substrate with an aqueous solution of a dye compound for a time period sufficient to covalently bond a hydrophilic dye moiety of the dye compound to the substrate;
- and
- exposing the substrate to a stimulus;
- wherein:
- the dye compound comprises:
- the hydrophilic dye moiety;
- and
- a hydrophobic moiety bonded to the hydrophilic dye moiety through a linker moiety;
- and
- the linker moiety is configured to be cleaved in response to a stimulus;
- the dye compound is represented by Formula I, II, III, or IV:
- Z is the hydrophobic moiety;
- L is the linker moiety;
- Y is a phenyl or a naphthyl group;
- X is H, Cl, Br, F, or I;
- Ra is a halogen, or —NRb—W group;
- Rb is H or an alkyl group;
- R1, R2, R3, R4, R5, R6, and R7 may be the same or different and are independently H, Cl, Br, F, I, —NO2, —OH, alkyl, aryl, or —S(═O)3R12;
- R8, R9, R10, and R11 may be the same or different and are independently H or alkyl;
- R12 is H or an alkali metal;
- each Y independently comprises a phenyl or a naphthyl group;
- and
- W comprises a phenyl, naphthyl or anthracenyl group.
20 more elements
The method of dying a substrate, the method comprising:
- applying an aqueous solution comprising a reactive dye to the substrate;
- waiting for exhaustion;
- raising the pH of the aqueous solution to fix the dye to the substrate;
- and
- exposing the substrate to an enzyme to cleave the dye molecule into a fatty acid and a hydrophilic dye.
2 more elements
Dependencies are inferred from the claim text.