Methacrylic Acid → HCID 20574609, compound

HRID 894645Notes

Reaction equation

HRID 894645 reaction equation
[C:1]([O:6][CH2:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)(=[O:5])[C:2]([CH3:4])=[CH2:3].[C:14]([O:19][C:20]([CH3:23])([CH3:22])[CH3:21])(=[O:18])[C:15]([CH3:17])=[CH2:16].[C:24]([OH:29])(=[O:28])[C:25]([CH3:27])=[CH2:26].C(S)CCCCCCCCCCC>C(OOC(=O)C1C=CC=CC=1)(=O)C1C=CC=CC=1.O>[C:1]([O:6][CH2:7][C:8]1[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=1)(=[O:5])[C:2]([CH3:4])=[CH2:3].[C:14]([O:19][C:20]([CH3:23])([CH3:22])[CH3:21])(=[O:18])[C:15]([CH3:17])=[CH2:16].[C:24]([OH:29])(=[O:28])[C:25]([CH3:27])=[CH2:26]

Participants

7

Reactant 4

HCID 4093Methacrylic AcidHCID 81951-DodecanethiolHCID 11448tert-Butyl methacrylateHCID 17236Benzyl methacrylate

Product 1

HCID 20574609HCID 20574609, compoundYield 156.8%

Reagents, catalysts & solvents 2

HCID 7187Benzoyl PeroxideCatalystHCID 962WaterSolvent

Procedure

The same apparatus as used in Reference Example 2 was charged under a nitrogen atmosphere with 565 g of water, 97.2 g of benzyl methacrylate, 21.3 g of tert-butyl methacrylate, 12.9 g of methacrylic acid (the mole ratio of the monomers charged being 6:2:2), 1.0 g of benzoyl peroxide, 0.3 ml of n-dodecyl mercaptan, and 2.4 g of polyethylene oxide (described hereinabove), and the monomers were polymerized for 6 hours at 75° to 80° C. at a stirring speed of 700 to 800 rpm. The product was separated by filtration, washed with water and dried to afford 95 g of benzyl methacrylate-tert-butyl methacrylate-methacrylic acid copolymer as white beads. Yield 83.8%. [η]MC25°C. =0.293. Acid value 66.4. tert-Butoxy content=11.0%. From the acid value and the alkoxy content, the ratio of the monomers benzyl methacrylate:tert-butyl methacrylate:methacrylic acid=5.9:2.3:1.8.

Workup

  1. additioncharged
  2. customthe monomers were polymerized for 6 hours at 75° to 80° C. at a stirring speed of 700 to 800 rpm
  3. customThe product was separated by filtration
  4. washwashed with water
  5. customdried

Sources & evidence

ORD record
ord-5cf15ea220ac4dfdb7e2f2e7c3f6ea48
Source dataset
uspto-grants-1981_08
Patent number
US04284707

Reaction notes

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