Identity
Bis-Aminopropyl Diglycol Dimaleate is a small synthetic molecule: the dimaleate salt formed from maleic acid and the diamine derived from diethylene glycol and 1-aminopropane. Structurally it presents two maleate groups, which are α,β-unsaturated carbonyls and therefore capable of acting as Michael acceptors towards free thiol groups. It is used exclusively in hair formats, both in-salon during chemical services and in retail treatments, and it is the active that defined the bond-building category when that category did not previously exist.
Development & history
The molecule was developed in 2014 by Craig Hawker and Eric Pressly and commercialised as the basis of a bond-building hair range, with an extensive patent estate built around it. Its arrival created a new shelf category positioned explicitly against conditioning: not a surface treatment, the argument ran, but a structural one. The category has since expanded to dozens of brands and hundreds of products, with pricing justified by the chemistry claim rather than by measured consumer outcomes.
Independent structural investigation followed considerably later than the commercial success. The 2021 study by Di Foggia and colleagues at the University of Bologna was, by the authors' own account, the first application of vibrational spectroscopy to interrogate the proposed repairing mechanism directly.
Mechanism (as proposed)
The proposed mechanism is a sulfa-Michael addition. Bleaching oxidises cystine and leaves free thiol groups and oxidised sulfur species in the keratin. The maleate groups, as electrophilic Michael acceptors, are proposed to react with those thiols, and because the molecule is bifunctional it is proposed to bridge two keratin chains, generating a new covalent cross-link where a disulfide bridge was lost.
Two things should be held apart here. The chemistry is sound in principle: maleates are genuine Michael acceptors and keratin does present free thiols after bleaching. Whether that reaction occurs at meaningful scale inside the cortex of a hair fibre during a rinse-off treatment is a separate question, and it is the question the independent spectroscopic work addressed without finding the reaction.
Note also that any cross-link formed this way would be a thioether linkage, not a restored disulfide bridge. Even under the mechanism as proposed, the fibre is bridged rather than returned to its prior state.
Related reading
Our journal article on the bond-building category examines the claim, the independent evidence and the pricing in full. For the adjacent question of what does and does not act on hair at the follicle, see our coverage of hair growth actives and the complete hair loss guide.