4,4'-Diaminodicyclohexylmethane → 1,1-Diphenylmethanediamine

HRID 2231883Notes

Reaction equation

HRID 2231883 reaction equation
C1C(CC2CCC(N)CC2)CCC(N)C1.[NH2:16][C:17]([NH2:30])([CH:24]1[CH2:29][CH2:28][CH2:27][CH2:26][CH2:25]1)[CH:18]1[CH2:23][CH2:22][CH2:21][CH2:20][CH2:19]1>>[NH2:16][C:17]([NH2:30])([C:24]1[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=1)[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1

Participants

3

Reactant 2

HCID 156604,4'-DiaminodicyclohexylmethaneHCID 1770951,1-Dicyclohexylmethanediamine

Product 1

HCID 30368101,1-Diphenylmethanediamine

Procedure

Instead of the pure 4,4'-diaminodicyclohexylmethane, mixtures of the diaminodicyclohexylmethane position isomers which are composed of 70 to 99 mol % of the 4,4'-diamino isomer, 1-30 mol % of the 2,4'-diamino isomer, 0-2 mol % of the 2,2'-diamino isomer and, if appropriate, diamines with a correspondingly higher degree of condensation and which are obtained by hydrogenation of diaminodiphenylmethane of technical quality can also be used. Up to 30% of the isophthalic acid can be replaced by terephthalic acid.

Sources & evidence

ORD record
ord-e58b4806614847f7a0de1abe48e5ef30
Source dataset
uspto-grants-1988_11
Patent number
US04785050

Reaction notes

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