Formaldehyde → 91673-29-9

HRID 435151Notes

Reaction equation

C1([C:7]2[CH:12]=[CH:11][C:10]([OH:13])=[CH:9][CH:8]=2)CCCCC1.C=O.C(O)(=O)[C:17](O)=[O:18].[OH:22][C:23]1[CH:28]=[CH:27][C:26]([C:29]([C:32]2[CH:37]=[CH:36][C:35]([OH:38])=[CH:34][CH:33]=2)([CH3:31])[CH3:30])=[CH:25][CH:24]=1.C1(O)C=CC=CC=1>C1C=CC=CC=1>[OH:22][C:23]1[CH:24]=[CH:25][C:26]([C:29]([C:32]2[CH:33]=[CH:34][C:35]([OH:38])=[CH:36][CH:37]=2)([CH3:31])[CH3:30])=[CH:27][CH:28]=1.[C:10]1([OH:13])[CH:11]=[CH:12][CH:7]=[CH:8][CH:9]=1.[CH2:17]=[O:18]

Participants

Conditions

Temperature: 160 °C

Procedure

176 g (1 mole) of p-cyclohexylphenol, 42.2 g (1.13 moles) of 80% paraformaldehyde, and 3.0 g of oxalic acid were dissolved in 300 ml of benzene, and reacted at the boiling point of benzene for 12 hours to give a reaction intermediate consuming 92% of the formaldehyde used. To the reaction intermediate were added 57 g (0.25 mole) of 4,4'-isopropylidene-biphenol and 23.5 g (0.25 mole) of phenol, and the reaction was continued for 4 hours. The reaction mixture was heated to 160° C. to remove water and the solvent, and thereby to give a p-cyclohexlphenol/bisphenol A/phenol/formaldehyde co-condensate.

Workup

customto give a reaction intermediate
customconsuming 92% of the formaldehyde
customto remove water

Sources & evidence

ORD record: ord-ed00a05e79044feea71d9e851e97daf1
Source dataset: uspto-grants-1983_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04400492

Reaction notes

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