Acetic Acid → Divinylbenzene-styrene

HRID 1076335Notes

Reaction equation

HRID 1076335 reaction equation
[CH2:1]=[CH:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[CH:9]([C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=1[CH:17]=[CH2:18])=[CH2:10].C=CC(=C)C.C=CC1C=CC=CC=1.C(O)(=O)C>CCCCCC>[CH:9]([C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=1[CH:17]=[CH2:18])=[CH2:10].[CH2:1]=[CH:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1

Participants

6

Reactant 4

HCID 176Acetic AcidHCID 7501StyreneHCID 666661,2-DiethenylbenzeneHCID 1599892-Methylbuta-1,3-diene;styrene

Product 1

HCID 174664Divinylbenzene-styrene

Reagents, catalysts & solvents 1

HCID 8058HexaneSolvent2×

Conditions

Temperature
20 °C

Procedure

A styrene-divinylbenzene fine particle product was prepared by polymerization of 30 g. of styrene and 3 g. of 55% divinylbenzene in 250 ml. of hexane using 4.83 ml. of 1.18 N S-butyllithium as catalyst and 1.5 g. of the styrene-isoprene block copolymer dispersant of Example 4 under nitrogen. After 1.5 hours reflux the mixture was cooled to 20°C. and reacted with air followed by 0.36 ml. of acetic acid to convert the terminal lithium groups to hydroperoxide groups. The resulting mixture was then mixed with a solution of dimethyl silicone rubber dissolved in hexane (Gen. Elec. SE-76) and the mixture precipitated into methanol to give a masterbatch product containing 50 parts of filler per 100 parts of silicone rubber.

Workup

  1. temperatureAfter 1.5 hours reflux the mixture
  2. customreacted with air
  3. customthe mixture precipitated into methanol
  4. customto give a masterbatch product

Sources & evidence

ORD record
ord-b06e22282d3147e8886bccd929eaf301
Source dataset
uspto-grants-1976_05
Patent number
US03956419

Reaction notes

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