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US 8,709,104 B2Granted
Dye-ascorbic acid derivatives
AssigneeMerck Patent GmbH
InventorsThomas Rudolph, Philipp Buehle
Life of this patent
Estimating the term…
Abstract
The invention relates to specific dye-ascorbic acid derivatives and the use thereof as dyes for the coloring of matrices, such as, for example, skin, hair, nails or textiles, and a process for the preparation thereof, a process for the coloring of matrices, and a composition comprising these dye-ascorbic acid derivatives, and a process for the preparation of these compositions. On use of the specific dye-ascorbic acid derivatives according to the invention, a positive effect on the moisture content of the matrices arises.
Claims20
A compound of the formula I
- where X stands for a single bond or a substituent of the formula IIa or IIb
- where *1 is oriented towards the N═N,
- where:
- when X is a single bond, precisely one of the substituents R1 to R10 stands for a substituent of the formula IIIa, IIIb or IIIc;
- when X is of formula IIa, precisely one of the substituents R1 to R12 stands for a substituent of the formula IIIa, IIIb or IIIc;
- and
- when X is of formula IIb, precisely one of the substituents R1 to R10, R13 or R14 stands for a substituent of the formula IIIa, IIIb or IIIc;
- where R15 in each case stands, independently of one another, for an ascorbic acid radical of the formula IVa or IVb or a dehydroascorbic acid radical of the formula IVc or IVd, in each case as the L or D enantiomer,
- where the remaining substituents R1 to R14 each stand, independently of one another, for H, OH, NH2, NO2, F, Cl, Br, I, CF3, OCF3, O(C═O)—CH2—NH2, Alk1,OAlk1, NHAlk1, NAlk12, Cyc, (NAlk13)+xAnx−, (SO2)NH2, (SO2)NHAlk1, O(SO2)OAlk1, O(SO2)OArl, (C═O)OAlk1, (C═O)OArl or Arl,
- where Alk1 in each case stands, independently of one another, for a straight-chain or branched C1- to C20-alkyl group or for a straight-chain or branched C2- to C20-alkenyl group, which may have a plurality of double bonds, where at least one C atom or a plurality of non-adjacent C atoms of the C1- to C20-alkyl or C2- to C20-alkenyl group may be replaced by O, and where the C1- to C20-alkyl or C2- to C20-alkenyl group may have at least one OH, F, Cl, Br or I bonded to a primary or secondary C atom,
- where Arl in each case stands, independently of one another, for an unsubstituted, mono- or polysubstituted C6- to C20-aryl group, where Cyc stands for a C3- to C8-cycloalkyl group, which may have at least one double bond and/or in which at least one CH2 may be replaced by O or NH,
- where Anx− in each case stands, independently of one another, for an anion having the charge 1≦x≦3
- or a tautomer or stereoisomer thereof, including mixtures thereof in all ratios.
10 more elements
Dependencies are inferred from the claim text.