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Product Details
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Description |
Hexahydrophthalic anhydride (HHPA) is a versatile compound with diverse applications, ranging from its fundamental role as a hardener in epoxy resin systems to its use in the synthesis of various chemical compounds. Its resistance to yellowing makes it particularly valuable in casting and coating applications where maintaining color stability is essential. |
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Chemical Properties |
Appears as a white crystalline powder. Can also exist as a clear liquid. |
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Uses |
Epoxy Resin Hardener: Primarily used as a hardener in epoxy resin systems. Used as an intermediate for coating resins (alkyds, polyesters). Used in the production of insect repellents. Widely used in electronics applications for cured epoxy resins with excellent dielectric properties and high-temperature stability. Preferred in casting and coating applications for its higher resistance to yellowing. |
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Definition |
ChEBI: A cyclic dicarboxylic anhydride that is the cyclic anhydride of hexahydrophthalic acid. |
| Allergenicity | Classified as a highly allergenic compound. |
| XLogP3-AA | 1.2 |
| Complexity | 187 |
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Flammability and Explosibility |
Nonflammable |
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Synthesis |
The predominantly cis 1,2-cyclohexanedicarboxylic anhydride is versatile, serving as a plasticizer, rust inhibitor, and curing agent for epoxy-based resins. The synthesis of Hexahydrophthalic anhydride involves reacting ciscyclohexane-1,2-dicarboxylic acid with oxalyl chloride, resulting in a crucial compound with various applications in polymerization, adhesives, and corrosion prevention. |
InChI:InChI=1/C8H10O3/c9-7-5-3-1-2-4-6(5)8(10)11-7/h5-6H,1-4H2/t5-,6+
A study was performed to investigate degradation of clear coats exposed to aggressive environments via accelerated and natural weathering and periodically analysed for changes in gloss and colour alongside InfraRed analysis, performed with the drive to potentially replace HHPA (Hexahydrophthalic Anhydride) in future coating systems.
The bifunctional epoxides bisphenol A diglycidyl ether (BADGE) and hexahydrophthalic diglycidyl ester (HHDGE) as well as the monoepoxides phenyl glycidyl ether (PGE) and cyclohexane carboxylic acid glycidyl ester (CHGE) were cured with hexahydrophthalic anhydride (HHPA) in the presence of benzyldimethylamine (BDMA) or 1-methylimidazole (1-MI) as catalysts at 100–140°C.
benzene-1,2-dicarboxylic acid
2-methyl-1-cyclohexanecarboxylic acid
cyclohexane-1,2-dicarboxylic acid
1,2-Cyclohexanedicarboxylic acid-anhydride
| Conditions | Yield |
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With 5% active carbon-supported ruthenium; hydrogen; In 1,4-dioxane; at 179.84 ℃; for 12h; under 51680.2 Torr;
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benzene-1,2-dicarboxylic acid
phthalic anhydride
2-methyl-1-cyclohexanecarboxylic acid
1,2-Cyclohexanedicarboxylic acid-anhydride
| Conditions | Yield |
|---|---|
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With 5%-palladium/activated carbon; hydrogen; In 1,4-dioxane; at 219.84 ℃; for 12h; under 51680.2 Torr;
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3,4,5,6-Tetrahydrophthalic anhydride
(1R,2S)-cyclohexane-1,2-dicarboxylic acid
cyclohexane-1,2-dicarboxylic acid
phthalic anhydride
2-(2-diethylamino-ethyl)-(3ar,7ac)-hexahydro-isoindole-1,3-dione
cis-2-allylhexahydroisoindole-1,3-dione
9,10-phenanthrenequinone
6β-((1Ξ)-ξ-2-carboxy-cyclohexanecarbonylamino)-penicillanic acid
CAS:120-74-1
Molecular Formula:C<sub>8</sub>H<sub>10</sub>O<sub>2</sub>
Molecular Weight:138.16
CAS:85-43-8
Molecular Formula:C<sub>8</sub>H<sub>8</sub>O<sub>3</sub>
Molecular Weight:152.15
CAS:26590-20-5
Molecular Formula:C<sub>9</sub>H<sub>10</sub>O<sub>3</sub>
