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Ethylene Oxide → Benzene, ethenyl-, polymer with 1,3-butadiene

HRID 2303752
Notes
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Reaction equation

HRID 2303752 reaction equation
[CH2:1]=[CH:2][C:3]1C=CC=C[CH:4]=1.C=CC=C.C(O)(=O)C=C.CCCC[CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29]OCCOS(O)(=O)=O.N.C1OC1.[OH-].[Na+].[O-]S(OOS([O-])(=O)=O)(=O)=O.[Na+].[Na+]>O>[CH2:1]=[CH:2][CH:3]=[CH2:4].[CH2:29]=[CH:28][C:27]1[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=1
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Participants

9

Reactant 7

HCID 6354Ethylene OxideHCID 6581Acrylic Acid2×HCID 7501Styrene3×HCID 78451,3-ButadieneHCID 14798Sodium HydroxideHCID 61913Ammonium Laureth SulfateHCID 62655Sodium Persulfate

Product 1

HCID 62697Benzene, ethenyl-, polymer with 1,3-butadiene

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Conditions

Temperature
68 °C

Procedure

A styrene-butadiene dispersion was prepared by free-radical polymerization from 6 kg of styrene, 8.4 kg of 1,3-butadiene, 3.6 kg of acrylic acid, 0.41 kg of styrene seed latex (34% by weight in water, particle size about 30 to 35 nm), 135 g of Texapon® NSO (sodium lauryl ether sulfate having on average 2.5 ethylene oxide units), 15 g of sodium hydroxide, 110 g of sodium peroxodisulfate and 18.28 kg of water at 82° C. Excess 1,3-butadiene was removed by injecting 2 bar of nitrogen into the dispersion, with stirring, after cooling the dispersion to 68° C., then releasing the dispersion from pressure and applying a slight underpressure (750 mbar absolute), and repeating this procedure in automated form about 1500 times. After 4 hours, a dispersion was obtained which had a solids content of 51.3% by weight, a pH of 4.8, and residual monomer contents of 1845 ppm of styrene and 280 ppm of acrylic acid.

Workup

  1. customExcess 1,3-butadiene was removed
  2. customa dispersion was obtained which

Sources & evidence

ORD record
ord-08b1b5c72612405b9c114f8df6dc4732
Source dataset
uspto-grants-2002_08
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US06433132B1

Reaction notes

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On this pageParticipantsConditionsProcedureWorkupSources & evidenceReaction notes