Encyclopedia · bond builder
Maleic acid
A small, cheap acid with a reactive double bond that is the working part of Olaplex-type bond builders; evidence that it repairs bleached hair comes from patents and spectroscopy, not controlled trials.
What it is
- The cis form of butenedioic acid. Its carbon-carbon double bond next to two acid groups makes it a reactive Michael acceptor that can bond with thiol (-SH) groups. Di Foggia 2021
- In cosmetics it has been used as a fragrance ingredient and pH adjuster at low concentrations. CIR 2007
- Olaplex No. 1 contains its diamine "formulated in water with maleic acid". Gargano 2018
How it works
- Claimed: it reacts with free thiols in damaged keratin to form carbon-sulfur bonds, re-linking broken cysteines.
- Where this chemistry clearly works is reduced hair. After a perm or other reducing treatment, hair has many free thiols. Researchers have used maleic-acid derivatives to attach to these. A maleic-acid and cystine amide gave repeatable perms with higher disulfide retention than conventional oxidative perming (85% versus 72%). Liu 2026 A maleic-modified amino silicone grafted onto reduced hair made the surface highly water-repellent and cut wet combing work by 87%. Liu 2026 A maleate monoester surfactant grafted to reduced hair lowered dry combing work by 76%. Liu 2026
- Where it is doubtful is bleached hair. Bleaching converts cystine mostly to cysteic acid, not thiols. An independent spectroscopy study of maleate-based restorers on bleached hair found no rise in cortical disulfides and no direct evidence of thiol-maleate cross-links, though surfaces looked smoother. Di Foggia 2021; Grosvenor 2018
- Its acidity also lowers product pH, which by itself smooths damaged hair (see acidic rinses and pH).
What the studies show
- No cortical disulfide increase and no direct evidence of cross-linking after maleate treatment of bleached hair (independent), but better cuticle layering on electron microscopy. Di Foggia 2021
- On reduced hair, a maleic-acid perming agent matched oxidative perming with less colour change and cuticle damage. Liu 2026
- On reduced hair, a maleic-modified silicone built a highly hydrophobic surface, lowering bound water from 4.46% to 2.81% and raising tensile strength by 9.1%. Liu 2026
- We found no peer-reviewed controlled study of a maleic-acid bond builder used with bleach on human hair.
How it's used in studies
- Patent examples use maleate salts around 3%. A competitor patent estimates that bleach-additive use would be higher, most likely above 5%.
Side effects and safety
- Irritant at high strength. In the safety review, 20% maleic acid applied daily to the forearm for 6 weeks caused acute blistering dermatitis in 17 of 50 people, and 10% at pH 1 caused permanent corneal opacity in rabbits. It was not mutagenic in the standard bacterial test. CIR 2007
- The panel judged it safe only as a pH adjuster, reasoning that most of it is neutralised to maleate salts in products. That review did not cover leave-on bond-builder concentrations. CIR 2007
- Large doses damage kidney tubules in animals, which is not expected from hair use. CIR 2007
- It is a permitted cosmetic ingredient in the US, EU and UK.
Bottom line
It suits people looking for a cheaper alternative to branded bond builders after bleaching. Expect conditioning-level benefits, because covalent repair is unproven. A citric-acid conditioner is a comparable low-cost option with manufacturer data. Zhang 2025 We rate the evidence D: strongest on reduced hair, weakest on bleached hair. The safe leave-on concentration on scalp hair has not been formally assessed. See bond builders.
Studies 8
Di Foggia M et al. Structural investigation on damaged hair keratin treated with alpha,beta-unsaturated Michael acceptors used as repairing agents. Int J Biol Macromol. 2021
Tested: commercial maleate-type and shikimic-acid repair products and model compounds
Result: No treatment increased disulfide content in the cortex, and the authors found no direct evidence of the claimed thiol-maleate cross-linking, although the cuticle looked more regular.
Read the study ↗Grosvenor AJ et al. The physical and chemical disruption of human hair after bleaching: studies by transmission electron microscopy and redox proteomics. Int J Cosmet Sci. 2018
Tested: peroxide-persulfate bleaching at several levels
Result: Bleaching oxidised cystine and other sulfur amino acids and leached cuticle and cortex protein in proportion to bleaching severity.
Read the study ↗Cosmetic Ingredient Review Expert Panel. Final report on the safety assessment of maleic acid. Int J Toxicol. 2007
Result: Maleic acid was reviewed as a low-level pH adjuster; 20% applied daily for 6 weeks caused acute vesicular dermatitis in 17 of 50 volunteers.
Read the study ↗Liu Z et al. Repeatable perming via thiol-Michael click reaction: using amide derived from maleic acid and cystine. Molecules. 2026
Tested: maleic-acid-derived perming agent
Result: A maleic-acid-derived agent made repeatable perms through thiol-Michael chemistry on reduced hair.
Read the study ↗Liu F et al. Enhancing properties of damaged hair through moisture control via construction of highly hydrophobic surface. Colloids Surf B Biointerfaces. 2026
Tested: maleic-modified amino silicone grafted onto reduced hair
Result: A maleic-modified amino silicone grafted onto reduced hair and improved its properties by building a highly water-repellent surface.
Read the study ↗Liu F et al. Synthesis and performance of potassium monoester maleate: a multifunctional surfactant towards hair repair. J Surfactants Deterg. 2026
Tested: maleate monoester surfactant grafted onto reduced hair
Result: Dry combing work fell by 76% in the laboratory test.
Read the study ↗Show 2 more studies
Zhang D et al. Reinforcing chemically treated human hair with citric acid. 2025
Tested: citric acid treatment
Result: Citric acid reduced calcium in chemically treated hair by 21-42% and improved mechanical properties.
Read the study ↗Gargano EM et al. Persulfate reaction in a hair-bleaching formula: unveiling the unconventional reactivity of 1,13-diamino-4,7,10-trioxatridecane. ChemistryOpen. 2018
Tested: Olaplex No. 1 analysed in a persulfate bleach mixture
Result: Olaplex No. 1 contained 9.15% of the diamine, and about 17.5% of it degraded into a by-product during a 40-minute model bleach.
Read the study ↗Related
- Bis-aminopropyl diglycol dimaleateThe active in Olaplex; it strengthens bleached hair in the lab, but the claim that it re-links broken disulfide bonds has never been independently confirmed.
- K18 peptide (sh-Oligopeptide-78)A short cysteine-rich peptide modelled on hair keratin; inventor lab data look promising, but the one independent test found it acted mostly as a surface coating.
- Ammonium thioglycolateThe classic reducing agent in perms and thio relaxers; it breaks hair's disulfide bonds so the shape can change, with some loss each time.
- Bond builders (Olaplex, K18, maleic acid, "acidic bonding")Bond builder is a marketing label for four unrelated chemistries; all have lab results on cut hair and none has a trial on real heads.
- Acidic rinses and product pHMildly acidic hair products make sense on chemistry grounds, but no trial shows that vinegar rinses or a particular pH reduce breakage.