Enhanced substantivity of cosmetic ingredients on keratinous substrate

摘要

The invention provides compositions and methods for reversible covalent binding of benefit agents to keratinous substrates through the reaction of a dicarbonyl functional group on the surface of a benefit agent with reactive amines on keratinous surfaces. The deposits formed are durable and resistant to transfer, but are readily removed by contacting the deposit with an amine-containing solution.

主权项

1. A method of forming a functionalized benefit agent for reversibly adhering a benefit agent to a keratinous surface comprising reacting a benefit agent having one or more hydroxyl groups with a compound having the structure of Formula (I) or cosmetically suitable salts thereof: wherein R1 is hydrogen or a C1-C20 hydrocarbon optionally substituted with 1-12 heteroatoms selected from oxygen, nitrogen, sulfur and halogen;
R2 is independently selected at each occurrence from methyl, ethyl, propyl, butyl, pentyl, hexyl, phenyl or benzyl;X is a bond, —O—, —NRN—, or —S; andL is a group of the form —X1—(CR*2)n—X2—(CR*2)m—X3—; wherein X1, X2, and X3 are independently at each occurrence a bond, —O—, —NRN—, —S—, —(OCH2CH2)y—, or —(CH2CH2O)z—, wherein y and z are independently an integer from 1 to 10, and n and m are independently an integer from 0 to 10;RN is independently at each occurrence hydrogen, methyl, ethyl, propyl, butyl, pentyl, hexyl, phenyl or benzyl; andR* is independently selected at each occurrence from C1-C4 alkyl, hydrogen, or halogen; wherein said benefit agent is in particulate form having a median particle size greater than about 5 nm; thereby producing a functionalized benefit agent which, upon application, reversibly adheres to a keratinous surface.