Methacrylic Acid → HCID 18364573, compound

HRID 894648Notes

Reaction equation

HRID 894648 reaction equation
[C:1]([O:6][C:7]([CH3:10])([CH3:9])[CH3:8])(=[O:5])[C:2]([CH3:4])=[CH2:3].[C:11]([O:16][CH3:17])(=[O:15])[C:12]([CH3:14])=[CH2:13].[C:18]([OH:23])(=[O:22])[C:19]([CH3:21])=[CH2:20].C(S)CCCCCCCCCCC>C(OOC(=O)C1C=CC=CC=1)(=O)C1C=CC=CC=1>[C:1]([O:6][C:7]([CH3:10])([CH3:9])[CH3:8])(=[O:5])[C:2]([CH3:4])=[CH2:3].[C:11]([O:16][CH3:17])(=[O:15])[C:12]([CH3:14])=[CH2:13].[C:18]([OH:23])(=[O:22])[C:19]([CH3:21])=[CH2:20]

Participants

6

Reactant 4

HCID 4093Methacrylic AcidHCID 6658Methyl MethacrylateHCID 81951-DodecanethiolHCID 11448tert-Butyl methacrylate

Product 1

HCID 18364573HCID 18364573, compoundYield 154.3%

Reagents, catalysts & solvents 1

HCID 7187Benzoyl PeroxideCatalyst

Procedure

The same reaction apparatus as in Reference Example 4 was used, and the stirrer was operated at 250 to 300 rpm. Under a nitrogen atmosphere, 21.3 g of tert-butyl methacrylate, 5 g of methyl methacrylate, 4.3 g of methacrylic acid (the mole ratio of the three monomers being 6:2:2), 0.3 g of benzoyl peroxide, 0.2 ml of n-dodecyl mercaptan, and 0.8 g of polyethylene oxide (POLYOX-WSR-N-80, molecular weight 2×105, a product of Union Carbide Corporation, U.S.A.) were added, and subjected to pearl polymerization at 75° to 80° C. for 3 hours, filtered and washed with water to yield 25.3 g of tert-butyl methacrylate-methyl methacrylate-methacrylic acid copolymer as white beads. Yield 83%. Acid value 82.2. [η]DMF25°C. =0.176 (DMF is an abbreviation for N,N-dimethyl formamide). The IR characteristic absorptions were the same as those in Reference Example 4.

Workup

  1. addition) were added
  2. customsubjected to pearl polymerization at 75° to 80° C. for 3 hours
  3. filtrationfiltered
  4. washwashed with water

Sources & evidence

ORD record
ord-809f3f2472b247b2b8284c15db05acfe
Source dataset
uspto-grants-1981_08
Patent number
US04284707

Reaction notes

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