Acrylic Acid → Butyl prop-2-enoate--methyl 2-methylprop-2-enoate (1/1)

HRID 424325

Reaction equation

HRID 424325 reaction equation
[C:1]([O:6][CH2:7][CH2:8][CH2:9][CH3:10])(=[O:5])[C:2](C)=[CH2:3].Cl.Cl.N(C(C)(C)C(N)=N)=NC(C)(C)C(N)=N.[C:27]([O:32][CH3:33])(=[O:31])[C:28]([CH3:30])=[CH2:29].C(OCCCC)(=O)C=C.C(O)(=O)C=C.C(S)CCCCCCCCCCC>CCCCCCCCCCCCCC[N+](C)(C)C.[Br-].O>[C:1]([O:6][CH2:7][CH2:8][CH2:9][CH3:10])(=[O:5])[CH:2]=[CH2:3].[C:27]([O:32][CH3:33])(=[O:31])[C:28]([CH3:30])=[CH2:29]

Participants

9

Reactant 6

HCID 6581Acrylic AcidHCID 6658Methyl MethacrylateHCID 7354Butyl MethacrylateHCID 81951-DodecanethiolHCID 8846Butyl AcrylateHCID 763442,2'-Azobis(2-methylpropanimidamide) dihydrochloride

Product 1

HCID 62802Butyl prop-2-enoate--methyl 2-methylprop-2-enoate (1/1)

Reagents, catalysts & solvents 2

HCID 14250Tetradecyltrimethylammonium bromideCatalyst2×HCID 962WaterSolvent3×

Conditions

Temperature
65 °C

Procedure

In a round glass flask are charged 300 parts by weight of deionized water and 1.5 parts by weight of TTAB (tetradecyltrimethylammonium bromide, product of Sigma Aldrich) and nitrogen bubbling is performed for 20 minutes. The temperature is raised to 65° C. under stirring. To the reaction mixture is added 40 parts by weight of an n-butyl methacrylate monomer, followed by stirring for further 20 minutes. After 0.5 part by weight of an initiator “V-50” (trade name of 2,2′-azobis(2-methylpropionamidine)dihydrochloride, product of Wako Pure Chemicals) is dissolved in 10 parts by weight of deionized water in advance, the resulting solution is charged in the flask. The flask is maintained at 65° C. for 3 hours. An emulsion obtained by emulsifying 60 parts by weight of a methyl methacrylate monomer, 15 parts by weight of an n-butyl acrylate monomer, 2 parts by weight of acrylic acid and 0.8 part by weight of dodecanethiol in 100 parts by weight of deionized water having 0.5 part by weight of TTAB dissolved therein is charged in the flask continuously through a metering pump over 2 hours. The temperature is raised to 70° C. and it is maintained for 2 hours, whereby the polymerization is completed. A core-shell resin particle dispersion liquid (A6) having a weight-average molecular weight Mw of 25,000, an average particle size of 110 nm and a solid content of 25 wt. % is obtained.

Workup

  1. stirringby stirring for further 20 minutes
  2. additionthe resulting solution is charged in the flask
  3. temperatureThe flask is maintained at 65° C. for 3 hours
  4. customAn emulsion obtained
  5. dissolutiondissolved
  6. additiontherein is charged in the flask continuously through a metering pump over 2 hours
  7. temperatureThe temperature is raised to 70° C.
  8. temperatureit is maintained for 2 hours
  9. customan average particle size of 110 nm and a solid content of 25 wt. % is obtained

Sources & evidence

ORD record
ord-05f009116ba242e0931cd032e19d1837
Source dataset
uspto-grants-2012_01
Patent number
US08105744B2

Linked notes

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