Sorbitol → 1,2-Benzenedicarboxylic acid, 3,4,5,6-tetrabromo-, potassium salt (1:2)

HRID 1277330Notes

Reaction equation

HRID 1277330 reaction equation
N(CCO)(CCO)CC[OH:4].OC[C@@H]([C@H]([C@@H]([C@@H](CO)O)O)O)O.[Na].[Br:24][C:25]1[C:26]([Br:38])=[C:27]([Br:37])[C:28]([Br:36])=[C:29]2[C:34](=[O:35])[O:33][C:31](=[O:32])[C:30]=12.[OH-].[K+:40]>O>[Br:24][C:25]1[C:26]([Br:38])=[C:27]([Br:37])[C:28]([Br:36])=[C:29]([C:34]([O-:33])=[O:35])[C:30]=1[C:31]([O-:4])=[O:32].[K+:40].[K+:40]

Participants

7

Reactant 5

HCID 5780SorbitolHCID 7618TriethanolamineHCID 12443Tetrabromophthalic anhydrideHCID 14797Potassium HydroxideHCID 5360545Sodium

Product 1

HCID 878141,2-Benzenedicarboxylic acid, 3,4,5,6-tetrabromo-, potassium salt (1:2)

Reagents, catalysts & solvents 1

HCID 962WaterSolvent3×

Conditions

Temperature
75 °C

Procedure

A stainless steel kettle equipped with good agitation, heating and cooling was charged with 100 lbs. of water, 20 lbs. of polyethylene glycol (M.W. 200), 21/2 lbs. of triethanolamine, 421/2 lbs. of a non-ionic emulsifying agent (alkoxylated aryl polymer) and 40 lbs. of sorbitol. After mixing wascomplete, 10 lbs. of an anionic dispersing agent (the sodium salt of a formaldehyde-naphthalane sulfonic acid condensate) was added and the mixture stirred until all these additions were dissolved. With continued stirring, 500 lbs. of tetrabromophthalic anhydride were then added and mixed until uniformily dispersed. 1211/2 lbs. of 45 percent KOH were then added. The reaction was exothermic. The mix was then heated to about 90°-95° C. and stirring continued at 90°-95° C. until a smooth soft uniform paste was formed. The mix was then cooled to 75° C. and 1631/2 lbs. of a 2.6 percent Xanthan gum solution wasadded, the mix stirred until uniform and water added as necessary to make 1000 lbs. of paste. The resultant product was a smooth soft uniform paste of 65-66 percent solids, pH 2-3. A 5 percent aqueous dispersion of this product also had a pH of 2-3. One percent of the paste added to boiling water gave an almost clear solution with a pH of 2-3.

Workup

  1. temperatureheating
  2. temperaturecooling
  3. additionwas charged with 100 lbs
  4. additionAfter mixing wascomplete
  5. dissolutionwere dissolved
  6. stirringWith continued stirring
  7. additionmixed
  8. additionuntil uniformily dispersed
  9. temperatureThe mix was then heated to about 90°-95° C.
  10. stirringstirring
  11. customcontinued at 90°-95° C. until a smooth soft uniform paste
  12. customwas formed
  13. additionadded as necessary
  14. additionOne percent of the paste added
  15. customgave an almost clear solution with a pH of 2-3

Sources & evidence

ORD record
ord-91ce3991e0b54183b8cd572d1b035b27
Source dataset
uspto-grants-1981_07
Patent number
US04277379

Reaction notes

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