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In the study, hair colouring by utilising enzymatic oxidation of nine species of bio-catechols, which are biobased materials having the catechol (o-dihydroxybenzene) group, was examined. The bio-catechols used are (+)-catechin (Cat), (-)-epicatechin (EC), L-3,4-dihydroxyphenylalanine (DOPA), hematoxylin (HX), brazilin (BZ), rosmarinic acid (RA), caffeic acid (CA), chlorogenic acid (ChA) or ellagic acid (EA). The dyeability of human white hair samples dyed by two kinds of dyeing methods using the bio-catechols was compared. First one is dyeing hair during the enzymatic oxidation of a bio-catechol dye precursor in a dye solution (simultaneous oxidation dyeing method). Second one is dyeing hair by oxidising enzymatically the precursor on hair, which is pre-treated with a bio-catechol solution (post-oxidation dyeing method). The results show that the bio-catechols except EA are oxidised to give colourants and Cat, EC, DOPA, HX and BZ are available for hair dyeing. Overall, the dyeability of simultaneous oxidation dyeing method is higher than that of post-oxidation one. The colour of the hair dyed by simultaneous method is yellowish brown for Cat or EC, grey for DOPA, dark yellowish brown for HX or reddish brown for BZ, respectively. The most vivid or deepest colour of dyed hair is obtained by dyeing with Cat or HX, respectively, in the simultaneous technique. It was found that the bio-catechols having chroman (3, 4-dihydro-2H-1-benzopyran) structure in the molecule such as Cat, EC, HX and BZ are useful for hair colouring.

Relationships between Species of Dyestuff Precursor and Dyeability in Hair Colouring Made by Enzymatic Oxidation Technique Using Bio-Catechols