Ammonia → Purpurogallin

HRID 1857897Notes

Reaction equation

HRID 1857897 reaction equation
N.[CH3:2][CH2:3][CH2:4][CH2:5][O:6]CCO.[CH2:10]([OH:14])[CH:11](O)[CH3:12].[C:15]1(C=C[CH:21]=[C:19]([OH:20])[C:17]=1[OH:18])[OH:16]>[O-2].[O-2].[Ti+4].O>[CH:21]1[C:3]2[CH:2]=[CH:12][CH:11]=[C:10]([OH:14])[C:5](=[O:6])[C:4]=2[C:15]([OH:16])=[C:17]([OH:18])[C:19]=1[OH:20]

Participants

7

Reactant 4

HCID 222AmmoniaHCID 1030Propylene GlycolHCID 1057PyrogallolHCID 81332-Butoxyethanol

Product 1

HCID 135403797Purpurogallin

Reagents, catalysts & solvents 2

HCID 162651Titanium oxide (Ti3O)CatalystHCID 962WaterSolvent2×

Procedure

TiO2 grind [16.4 g Ti Pure® titanium dioxide supplied by DuPont Company, Wilmington, Del., 0.7 g dispersing, 0.1 g ammonia (28% strength), 0.2 g surfactant, 0.1 g defoamer, and 1.6 g water] mixed with 54 g of the oxidative polymer and 8 grams of Butyl Cellosolve cosolvent, 1.5 grams of propylene glycol was added to 12.6 grams of water to form a paint. To the paint, 0.6 ml of P-6140 horseradish peroxidase P-6140 (EC 1.11.1.7) supplied by Sigma Chemical, PO Box 14508, St. Louis, Mo. 63178 (1 ml contains 21 mg enzyme which has an activity of 250 units/mg. One unit will form 1 mg of purpurogallin from pyrogallol in 20 sec. at pH 6 and 20 C.) was added (0.15 ml is equivalent to 3.15 mg enzyme having 250 units activity per mg). The pot mix was then conventionally applied to a plastic sheet as a clear layer having a dry film thickness of 50 microns. The layer was air dried for 4 days to form a film. Thereafter, specimens of the film were removed and measured for the degree of crosslinking achieved by the oxidizing enzyme. The film was found to have a swell ratio of 5.7 indicating significant crosslinking of the oxidative polymer by the oxidizing enzyme.

Workup

  1. customTiO2 grind
  2. customto form a paint

Sources & evidence

ORD record
ord-cf10740ca8084c7c9ff950aa67eb9c30
Source dataset
uspto-grants-2000_11
Patent number
US06149977

Reaction notes

Loading…