Phenylphosphonic Acid → Adipic Acid

HRID 267704Notes

Reaction equation

HRID 267704 reaction equation
[C:1]([O-:10])(=[O:9])[CH2:2][CH2:3][CH2:4][CH2:5][C:6]([O-:8])=[O:7].[NH3+]CCCCCC[NH3+].C1(P(=O)(O)O)C=CC=CC=1.NCCCCCCN>O>[C:1]([OH:10])(=[O:9])[CH2:2][CH2:3][CH2:4][CH2:5][C:6]([OH:8])=[O:7]

Participants

5

Reactant 3

HCID 15295Phenylphosphonic Acid2×HCID 16402Hexamethylenediamine2×HCID 273586-Azaniumylhexylazanium;hexanedioate

Product 1

HCID 196Adipic Acid

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 100 parts of hexamethylene diammonium adipate, 0.65 part of phenylphosphonic acid, 0.48 part of hexamethylenediamine, 0.65 part of N:N'-bis(3-aminopropyl)piperazine, 0.46 part of adipic acid and 65.0 parts of water is polymerised using the conditions described in Example 1. The resulting polymer is then converted into fibres by known methods. The dye uptake of these fibres from dyebaths containing Solway Blue BN at pH's of 4.0, 7.0 and 9.0 are 8.4%, 4.7% and 1.5% respectively, compared with 4.2%, 0.6% and 0.1% for fibres prepared as described in this Example except that the phenylphosphonic acid and hexamethylenediamine were omitted from the mixture.

Workup

  1. additionThe dye uptake of these fibres from dyebaths containing Solway Blue BN at pH's of 4.0, 7.0 and 9.0
  2. customprepared

Sources & evidence

ORD record
ord-e71604194418479ea58f3e9332e592d0
Source dataset
uspto-grants-1976_03
Patent number
US03944518

Reaction notes

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