Trimethylolpropane → HCID 69853710, compound

HRID 1829864Notes

Reaction equation

HRID 1829864 reaction equation
C[C@@:2]12[CH:10]([C:11]([C:13]([O-:15])=[O:14])=C)[CH2:9][C@H:5]([C:6]1([CH3:8])[CH3:7])[CH2:4][CH2:3]2.C([C:20]1[CH:25]=[C:24](C)[CH:23]=[C:22](C(C)(C)C)[C:21]=1[OH:31])(C)(C)C.C1C2NC3C(=CC=CC=3)SC=2C=CC=1.C(C(CO)(CO)CC)[OH:47].[N-]=C=O.C(OCCO)(=O)C=C.CCCCO[C@H](CO)CC.C(OCCOC1C=CC=CC=1)(=O)C=C>>[O:31]1[CH:10]=[C:11]1[C:13]([OH:15])=[O:14].[OH:31][C:21]1[CH:22]=[CH:23][C:24]([C:6]([C:2]2[CH:3]=[CH:4][C:5]([OH:47])=[CH:9][CH:10]=2)([CH3:7])[CH3:8])=[CH:25][CH:20]=1

Participants

9

Reactant 8

HCID 6510TrimethylolpropaneHCID 7108PhenothiazineHCID 131652-Hydroxyethyl acrylate2×HCID 314042,6-Di-tert-butyl-4-methylphenolHCID 39485Phenoxyethyl acrylateHCID 105034Isocyanate3×HCID 3084433CID 3084433HCID 92004758Isobomyl acrylate

Product 1

HCID 69853710HCID 69853710, compound

Conditions

Temperature
80 °C

Procedure

Into a two-liter, four-necked reaction kettle equipped with a thermometer, a mechanical stirrer, and a condenser were charged 37.0 parts of meta-tetramethylenexylyl diisocyanate, 63.7 parts of isobornyl acrylate, 0.3 parts of dibutyltindilaurate, 0.8 parts of 2,6-di-t-butyl-4-methylphenol, 0.2 parts of phenothiazine and 1.9 parts of trimethylol propane. The mixture was heated to 80° C. and held at that temperature for one hour. A sample was taken for isocyanate (“NCO”) equivalent weight measurement to confirm the completeness of the reaction. Thereafter, the mixture was cooled down to 35° C. and 6.3 parts of hydroxyethyl acrylate were added dropwise to the reactor. Cooling was applied to the reactor during the addition as necessary to maintain the reaction temperature below 40° C. The mixture was then held at 38° C. for two hours. A sample was taken for NCO equivalent weight measurement to confirm the completeness of the reaction. Thereafter, a blend of 204.7 parts of polytetramethylene glycol with a number average molecular weight of 2000 (PolyTHF2000, BASF Corporation), 161.3 parts of CN-104 (SARTOMER), 341.1 parts of phenoxyethyl acrylate, 185.0 parts of isopherone diisocyanate, and 0.3 parts of dibutyltindilaurate was added to the reactor. The mixture was heated up to 80° C. slowly and held at that temperature for two hours. A sample was then taken for isocyanate (“NCO”) equivalent weight measurement to confirm the completeness of the reaction. Thereafter, 116.0 parts of hydroxyethyl acrylate and 0.3 parts of dibutyltindilaurate were added dropwise to the reactor. Cooling was applied to the reactor during the addition as necessary to maintain the reaction temperature at 80° C. The mixture was then held at 80° C. until it was significantly free of isocyanate functionality as revealed by NCO equivalent weight measurements.

Workup

  1. customInto a two-liter, four-necked reaction kettle equipped with a thermometer, a mechanical stirrer, and a condenser
  2. customthe completeness of the reaction
  3. temperatureThereafter, the mixture was cooled down to 35° C.
  4. temperatureCooling
  5. additionwas applied to the reactor during the addition as necessary
  6. temperatureto maintain the reaction temperature below 40° C
  7. waitThe mixture was then held at 38° C. for two hours
  8. customthe completeness of the reaction
  9. temperatureThe mixture was heated up to 80° C. slowly
  10. waitheld at that temperature for two hours
  11. customthe completeness of the reaction
  12. temperatureCooling
  13. additionwas applied to the reactor during the addition as necessary
  14. temperatureto maintain the reaction temperature at 80° C
  15. customwas then held at 80° C. until it

Sources & evidence

ORD record
ord-1fcdaac99a6a4ed2b3b72556777624a0
Source dataset
uspto-grants-2006_06
Patent number
US07064154B2

Reaction notes

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