Itaconic acid → Styrene-butadiene itaconic acid

HRID 1030294Notes

Reaction equation

HRID 1030294 reaction equation
[C:1]([OH:9])(=[O:8])[C:2]([CH2:4][C:5]([OH:7])=[O:6])=[CH2:3].C1CC(NC2[C:25]3[C:20](=[CH:21][C:22](Cl)=[C:23](Cl)[CH:24]=3)[C:19]([C:28]3C=CN=CC=3)=NN=2)CC1.S(OOS([O-])(=O)=O)([O-])(=O)=O.[Na+].[Na+].C=CC=C.C(N(CC([O-])=O)CC([O-])=O)CN(CC([O-])=O)CC([O-])=O.[Na+].[Na+].[Na+].[Na+]>C=CC1C=CC=CC=1.O>[CH2:1]=[CH:2][CH:4]=[CH2:5].[CH2:28]=[CH:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1.[C:1]([OH:9])(=[O:8])[C:2]([CH2:4][C:5]([OH:7])=[O:6])=[CH2:3]

Participants

8

Reactant 5

HCID 811Itaconic acidHCID 6144Edetate SodiumHCID 78451,3-ButadieneHCID 62655Sodium PersulfateHCID 1170725486,7-dichloro-N-cyclopentyl-4-(pyridin-4-yl)phthalazin-1-amine2×

Product 1

HCID 169127Styrene-butadiene itaconic acid

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 7501StyreneSolvent2×

Conditions

Temperature
150 fahrenheit

Procedure

A styrene-butadiene-itaconic acid copolymer latex was prepared by adding to a pressure reactor with constant stirring 24.24 parts water, 0.5 parts itaconic acid, 0.8 parts of a 10 percent solution of Aerosol A-196 surfactant (sodium dicyclohexyl sulfosuccinate available from American Cyanamid Co., Wayne, New Jersey), and 0.5 parts of a polystyrene seed, 25 nm particle size. The mixture was heated to 150° F., and 0.2 parts sodium persulfate was added to initiate the reaction. Then 40 parts butadiene, 60 parts styrene, 1.0 part Sulfole 120 mercaptan, (tertiary dodecyl mercaptan available from Phillips Chemical Co., a subsidiary of Phillips Petroleum Co., Bartlesville, OK), dissolved in styrene, an additional 1.2 parts of 10 percent Aerosol A-196, 0.03 parts Versene 100 (sodium ethylene diamine tetraacetate available from Dow Chemical Co., Midland, MI), and 5 parts MAGME-100 (methyl acryloamidoglycolate methyl ether, available from American Cyanamid Co., Wayne, NJ) were added over a 6 hour period. The final mixture was heated at a temperature of 170° F. for 5 hours. The resulting emulsion polymer was cooled and removed from the reactor. It had a pH value of 2.3, which was adjusted to pH 7.0 with ammonium hydroxide. Total solids were 51 percent.

Workup

  1. additionby adding to a pressure reactor
  2. customthe reaction
  3. temperatureThe resulting emulsion polymer was cooled
  4. customremoved from the reactor

Sources & evidence

ORD record
ord-bf28bbfd21854b20b76a1dfdc8a58f11
Source dataset
uspto-grants-1992_04
Patent number
US05104923

Reaction notes

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