Styrene → HCID 10359426, compound

HRID 1761815Notes

Reaction equation

HRID 1761815 reaction equation
[C:1]([O:12][CH2:13][CH2:14][CH2:15][CH3:16])(=[O:11])/[CH:2]=[CH:3]\[C:4]([O:6][CH2:7][CH2:8][CH2:9][CH3:10])=[O:5].[CH2:17]=[CH:18][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1>C(OOC(C)(C)C)(C)(C)C>[CH2:17]=[CH:18][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1.[C:4]([O:6][CH2:7][CH2:8][CH2:9][CH3:10])(=[O:5])/[CH:3]=[CH:2]\[C:1]([O:12][CH2:13][CH2:14][CH2:15][CH3:16])=[O:11]

Participants

4

Reactant 2

HCID 7501StyreneHCID 5271569Dibutyl maleate

Product 1

HCID 10359426HCID 10359426, compoundYield 93%

Reagents, catalysts & solvents 1

HCID 8033Di-tert-butyl peroxideCatalyst

Conditions

Temperature
160 °C

Procedure

Into a 1 liter four-necked flask, 228 g (1 mol) of dibutyl maleate was charged and heated to 160° C. under a nitrogen stream. Then, a mixture comprising 104 g (1 mol) of styrene and 8.76 g (0.06 mol) of di-tert-butyl peroxide, was continuously dropwise added thereto under stirring over a period of 5 hours. After the addition, the mixture was further reacted at the same temperature for 1 hour. After the completion of the reaction, low boiling point components and unreacted monomers contained in the reaction mixture were removed by distillation under a reduced pressure of from 1 to 3 mmHg, to obtain 309 g (yield: 93%) of a styrene-dibutyl maleate copolymer.

Workup

  1. additionAfter the addition
  2. customthe mixture was further reacted at the same temperature for 1 hour
  3. customAfter the completion of the reaction, low boiling point components and unreacted monomers
  4. customwere removed by distillation under a reduced pressure of from 1 to 3 mmHg

Sources & evidence

ORD record
ord-a36165816a2944c39234f77a997bdd96
Source dataset
uspto-grants-1989_05
Patent number
US04828720

Reaction notes

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