Methacrylic Acid → Benzyl methacrylate methacrylic acid 2-hydroxyethyl methacrylate

HRID 1257939Notes

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][CH2:20][CH2:21][OH:22])(=[O:18])[C:15]([CH3:17])=[CH2:16].C(O)(=O)C(C)=C.COC1C=CC(O)=CC=1>C(OC(C)COC)(=O)C>[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]([OH:19])(=[O:18])[C:15]([CH3:17])=[CH2:16].[C:14]([O:19][CH2:20][CH2:21][OH:22])(=[O:18])[C:15]([CH3:17])=[CH2:16]

Participants

Conditions

Temperature: 80 °C

Procedure

Specifically, 53.0 g (0.300 mol) of benzyl methacrylate, 11.7 g (0.090 mol) of 2-hydroxyethyl methacrylate, 7.92 g (0.110 mol) of methacrylic acid, and 50 g of propylene glycol monomethylether acetate were placed in a 300 ml four-necked flask and stirred at 80° C. under a nitrogen atmosphere. A solution of 0.3118 g (1.91×10−3 mol) of a thermal polymerization initiator (2,2′-azobisisobutylnitrile, AIBN) dissolved in 10 g of propylene glycol monomethylether acetate was added thereto, and stirred for 6 hours. Then, the supply of nitrogen was stopped, and a solution prepared by dissolving 0.22 g (1.5×10−3 mol) of p-methoxyphenol in 15 g of propylene glycol monomethylether acetate was added thereto, and the temperature was elevated to 95° C. and stirred for 2 hours, thereby obtaining the resin (benzyl methacrylate/methacrylic acid/2-hydroxyethyl methacrylate copolymer). The resulting resin had an acid value of 30 mgKOH/g and a weight average molecular weight of 15,000.

Workup

additionwas added
stirringstirred for 6 hours
customa solution prepared
additionwas added
customwas elevated to 95° C.
stirringstirred for 2 hours

Sources & evidence

ORD record: ord-ae410339c66445a385b5456bb7dbc7aa
Source dataset: uspto-grants-2013_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08465553B2

Reaction notes

Loading…