Methacrylic Acid → 2-Hydroxyethyl Methacrylate

HRID 1942827Notes

Reaction equation

HRID 1942827 reaction equation
[C:1](O[CH2:6][CH2:7][CH2:8][CH3:9])(=[O:4])[CH:2]=C.[C:10]([O:15]C)(=[O:14])[C:11](C)=[CH2:12].[C:17]([OH:22])(=[O:21])[C:18]([CH3:20])=[CH2:19].S([O-])(O[CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37]C)(=O)=O.[Na+]>>[C:10]([OH:15])(=[O:14])[CH2:11][CH2:12][CH2:37][CH2:36][CH2:35][CH2:34][CH2:33]/[CH:32]=[CH:31]\[CH2:30]/[CH:29]=[CH:28]\[CH2:27][CH2:6][CH2:7][CH2:8][CH3:9].[C:17]([O:22][CH2:2][CH2:1][OH:4])(=[O:21])[C:18]([CH3:20])=[CH2:19]

Participants

6

Reactant 4

HCID 4093Methacrylic AcidHCID 6658Methyl MethacrylateHCID 8846Butyl AcrylateHCID 3423265Sodium Lauryl Sulfate

Product 2

HCID 133602-Hydroxyethyl MethacrylateHCID 5280450Linoleic Acid

Procedure

Inventive Example 1 was essentially repeated, the dispersion being prepared via a miniemulsion process. For this purpose, 400 g of butyl acrylate, 390 g of methyl methacrylate, 200 g of methacryloyloxy-2-ethyl-linoleic ester and 10 g of methacrylic acid were emulsified with 20 g of sodium dodecyl sulphate. The methacryloyloxy-2-ethyl-linoleic ester was obtained by reaction of linoleic acid with hydroxyethyl methacrylate. As a hydrophobic agent, 4% of hexadecane were added additionally. The polymerization was initiated with 1% of AIBN at 75° C. The dispersion obtained had an rN5 value of 65 nm and a pH of 3.9. A coating formed from the dispersion showed a weight loss in MIBK of 13.6%, a water absorption after 24 h of 9.2% and a tensile strength of 2.8 MPa.

Workup

  1. customthe dispersion being prepared via a miniemulsion process

Sources & evidence

ORD record
ord-269455c6b3ca4c8786aeb77ca54663fe
Source dataset
uspto-grants-2013_03
Patent number
US08389659B2

Reaction notes

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