Isophorone diamine (usually shortened to IPDA) is a diamine with the formula (CH3)3C6H7(NH2)(CH2NH2). 

It is a colorless liquid. It is a precursor to polymers and coatings.

IUPAC name: 3-(Aminomethyl)-3,5,5-trimethylcyclohexan-1-amine.Other names: Isophorondiamin; IPDA

2855-13-2 

Name: Isophorone Diamine

CAS: 2855-13-2

Molecular Formula: C9H20N2O

Molecular Weight: 172.268

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2855-13-2 - Names and Identifiers

Name Isophorone Diamine

Synonyms 3-(Aminomethyl)-3,5,5-trimethylcyclohexanamine

cyclohexanemethanamine, 5-amino-1,3,3-trimethyl-

3-(aminomethyl)-3,5,5-trimethylcyclohexanamine 4-methylbenzenesulfonate (1:1)

(1R,3R)-3-(ammoniomethyl)-3,5,5-trimethylcyclohexanaminium

(1R,3S)-3-(ammoniomethyl)-3,5,5-trimethylcyclohexanaminium

(1S,3R)-3-(ammoniomethyl)-3,5,5-trimethylcyclohexanaminium

(1S,3S)-3-(ammoniomethyl)-3,5,5-trimethylcyclohexanaminium

3,5,5-trimethylcyclohex-2-en-1-one diammoniate

IPDA

CAS 2855-13-2

EINECS 220-666-8

InChI InChI=1/C9H14O.2H3N/c1-7-4-8(10)6-9(2,3)5-7;;/h4H,5-6H2,1-3H3;2*1H3

2855-13-2 - Physico-chemical Properties

Molecular Formula C9H20N2O

Molar Mass 172.268 g/mol

Melting Point 10℃

Boling Point 312.2°C at 760 mmHg

Flash Point 142.6°C

Solubility miscible

Vapor Presure 0.000538mmHg at 25°C

Production

It is usually produced as a mixture of the cis- and trans-isomers. It is produced by hydrocyanation of isophorone followed by reductive amination and hydrogenation of the nitrile.[1]

Uses

IPDA is used as a precursor in the manufacture of isophorone diisocyanate by phosgenation.

Like other diamines, it is a curing agent for epoxy resins. When used in coatings applications the higher cost compared to other amines is justified by the enhanced UV stability and thus lower yellowing tendency. In the production of Advanced composite materials (engineering) its higher cost compared to other amines is less critical as performance is the key criteria.[3][4] Cycloaliphatic amines such as IPDA also are known to have lower yellowing tendency than other amines and are thus used in coatings applications where this feature is important for aesthetics.