Methacrylic Acid → Hydroxyacetone acrylate methyl methacrylate methacrylic acid

HRID 464438Notes

Reaction equation

HRID 464438 reaction equation
CCCCC(C[O:9][C:10]([CH2:12][CH:13](S([O-])(=O)=O)C(OCC(CCCC)CC)=O)=[O:11])CC.[Na+].C(O)(=O)C=C.[OH:35][CH2:36][C:37](=[O:39])[CH3:38].[C:40]([O:45][CH3:46])(=[O:44])[C:41]([CH3:43])=[CH2:42].[C:47]([OH:52])(=[O:51])[C:48]([CH3:50])=[CH2:49].S(OOS([O-])(=O)=O)([O-])(=O)=O.[NH4+].[NH4+]>O>[C:10]([OH:11])(=[O:9])[CH:12]=[CH2:13].[OH:35][CH2:36][C:37](=[O:39])[CH3:38].[C:40]([O:45][CH3:46])(=[O:44])[C:41]([CH3:43])=[CH2:42].[C:47]([OH:52])(=[O:51])[C:48]([CH3:50])=[CH2:49]

Participants

7

Reactant 5

HCID 4093Methacrylic AcidHCID 6658Methyl MethacrylateHCID 62648Ammonium PersulfateHCID 23673837Docusate SodiumHCID 86740374Hydroxyacetone acrylate

Product 1

HCID 86740373Hydroxyacetone acrylate methyl methacrylate methacrylic acid

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
80 °C

Procedure

A mixture of 128 grams of deionized water and 0.20 gram of emulsifier (dioctyl sodium sulfosuccinate, available as Aerosol OT-75 from American Cyanamid Company) was heated to 80° C. under a nitrogen atmosphere. To this mixture was added a first portion (five parts by weight of the total) of a monomeric mixture consisting of 25 grams hydroxyacetone acrylate prepared as described in EXAMPLE 1, 36.2 grams methyl methacrylate, 1.25 grams methacrylic acid and 0.12 gram of Aerosol OT-100 emulsifier. After five minutes, 0.25 gram of ammonium peroxydisulfate was introduced into the resulting mixture. Subsequently, after a one-minute delay, there was commenced the gradual addition of the remaining portion of the aforedescribed mixture (the remaining 95 parts). The addition of this remaining portion was completed in three hours and, thereafter, the reaction contents were maintained at 80° C. for one hour. A latex (yield of 180 grams) having a solids content of 30% by weight was obtained.

Workup

  1. additionTo this mixture was added a first portion (five parts by weight of the total) of a monomeric mixture
  2. customprepared
  3. additionthe gradual addition of the remaining portion of the aforedescribed mixture (the remaining 95 parts)
  4. additionThe addition of this remaining portion
  5. waitwas completed in three hours
  6. customthe reaction contents
  7. temperaturewere maintained at 80° C. for one hour
  8. customwas obtained

Sources & evidence

ORD record
ord-d7b2fdd971434359a7b3590dcc4dd804
Source dataset
uspto-grants-1985_10
Patent number
US04547451

Reaction notes

Loading…