US 7,491,245 B2
Keratin dyeing compounds, keratin dyeing compositions containing them, and use thereof
Robert Wayne Glenn, Jr., Virginia Water (United Kingdom); Anthony McMeekin, Bagshot (United Kingdom); Mu'Ill Lim, West Chester, Ohio (US); John Michael Gardlik, Cincinnati, Ohio (US); Stevan David Jones, Cincinnati, Ohio (US); and Bryan Patrick Murphy, Loveland, Ohio (US)
Assigned to The Procter & Gamble Company, Cincinnati, Ohio (US)
Filed on Dec. 19, 2007, as Appl. No. 11/959,892.
Application 11/959892 is a continuation of application No. 11/099740, filed on Apr. 06, 2005, granted, now 7,331,997.
Claims priority of provisional application 60/559823, filed on Apr. 06, 2004.
Prior Publication US 2008/0098535 A1, May 01, 2008
Int. Cl. A61Q 5/10 (2006.01); C07D 307/91 (2006.01)
U.S. Cl. 8—405  [8/406; 8/408; 8/409; 8/423; 8/571; 8/572; 8/574; 8/575; 8/576; 549/460] 20 Claims
 
1. A keratin dyeing composition comprising:
(A) a medium suitable for dyeing; and
(B) one or more tricyclic fused 6-5-6 heteroaromatic keratin dyeing compounds having one heteroatom according to the following formula:

OG Complex Work Unit Drawing
wherein Y is independently selected from the group consisting of NA1 and O;
wherein R1, R2, R3, R4, R5, R6, R7, and R8 are the same or different and are selected from the group consisting of:
(a) C-linked monovalent substituents selected from the group consisting of:
(i) substituted or unsubstituted, straight or branched, alkyl, mono- or poly-unsaturated alkyl, heteroalkyl, aliphatic, heteroaliphatic, or heteroolefinic systems,
(ii) substituted or unsubstituted, mono- or poly-cyclic aliphatic, aryl, or heterocyclic systems, and
(iii) substituted or unsubstituted, mono-, poly-, or per-fluoro alkyl systems; wherein said systems of (i), (ii) and (iii) comprise from about 1 to about 10 carbon atoms and from about 0 to about 5 heteroatoms selected from the group consisting of O, S, N, P, and Si;
(b) S-linked monovalent substituents selected from the group consisting of SA1, SO2A1, SO3A1, SSA1, SOA1, SO2NA1A2, SNA1A2, and SONA1A2;
(c) O-linked monovalent substituents selected from the group consisting of OA1, and ONA1A2;
(d) N-linked monovalent substituents selected from the group consisting of NA1A2, (NA1A2A3)+, NA1OA2, NA1SA2, NO2, N═NA1, N═NOA1, NA1CN, and NA1NA2A3;
(e) monovalent substituents selected from the group consisting of COOA1, CONA12, CONA1COA2, C(═NA1)NA1A2, CN, and X;
(f) fluoroalkyl monovalent substituents selected from the group consisting of mono-, poly-, and per-fluoro alkyl systems comprising from about 1 to about 12 carbon atoms and from about 0 to about 4 heteroatoms; and
(g) hydrogen;
wherein A1, A2, and A3 are monovalent and are independently selected from the group consisting of: H; substituted or unsubstituted, straight or branched, alkyl, mono- or poly-unsaturated alkyl, heteroalkyl, aliphatic, heteroaliphatic, or heteroolefinic systems; substituted or unsubstituted, mono- or poly-cyclic aliphatic, aryl, or heterocyclic systems; and substituted or unsubstituted, mono-, poly-, per-fluoro alkyl systems or A1 and A2 together with nitrogen atom to which they are bound form a ring; wherein said systems comprise from about 1 to about 10 carbon atoms and from about 0 to about 5 heteroatoms selected from the group consisting of O, S, N, P, and Si, with the proviso that when R1, R3, R6, and R8 are the same, R1, R3, R6, and R8 are not NH2; and
wherein X is a halogen selected from the group consisting of F, Cl, Br, and I.