Methacrylic Acid → 2-Propenoic acid, butyl ester, polymer with 2-ethylhexyl 2-propenoate

HRID 1710287Notes

Reaction equation

C(O)(=O)C(C)=C.[C:7]([O:12][CH3:13])(=[O:11])[C:8](C)=[CH2:9].[C:14]([O:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26]CCCCCCCCCCC)(=[O:18])[C:15](C)=[CH2:16].C(OOC(=O)C1C=CC=CC=1)(=O)C1C=CC=CC=1>C(OCCCC)(=O)C>[CH3:20][CH2:21][CH2:22][CH2:23][CH:24]([CH2:13][O:12][C:7]([CH:8]=[CH2:9])=[O:11])[CH2:25][CH3:26].[CH3:23][CH2:22][CH2:21][CH2:20][O:19][C:14]([CH:15]=[CH2:16])=[O:18]

Participants

Conditions

Temperature: 105 °C

Procedure

Into a four-neck flask equipped with a stirrer, a cooling tube, and a nitrogen gas inlet tube was charged 350 parts of butyl acetate and the whole was heated to 105° C. Under introduction of nitrogen gas, a mixture of 31 parts of methacrylic acid, 129 parts of methyl methacrylate, 40 parts of stearyl methacrylate, and 5 parts of benzoyl peroxide as an initiator was added dropwise over a period of 2 hours. After the copolymerization was continued for 2 hours with maintaining the same temperature, butyl acetate was removed by distillation to obtain an acrylic copolymer resin having a weight-average molecular weight of 11,000 and an acid value of 100 mgKOH/g.

Workup

customInto a four-neck flask equipped with a stirrer, a cooling tube, and a nitrogen gas inlet tube
additionwas added dropwise over a period of 2 hours
customwas removed by distillation

Sources & evidence

ORD record: ord-244576acab8541b2bbd6537f9355bff6
Source dataset: uspto-grants-2010_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07789482B2

Reaction notes

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