2-Ethylhexyl acrylate → Urethane acrylate

HRID 2364907Notes

Reaction equation

HRID 2364907 reaction equation
O=C=[N:3]C1CC(C)(C)CC(C)(CN=C=O)C1.[C:17]([O:21][CH2:22][CH:23](CC)CCCC)(=[O:20])[CH:18]=[CH2:19]>C([O-])(=O)CCCCCCCCCCC.C([O-])(=O)CCCCCCCCCCC.C([Sn+2]CCCC)CCC>[C:17]([OH:21])(=[O:20])[CH:18]=[CH2:19].[NH2:3][C:17]([O:21][CH2:22][CH3:23])=[O:20]

Participants

4

Procedure

A four-neck flask fitted with a stirrer, a dropping funnel, a nitrogen inlet tube and a thermometer was charged with 1,000 g of the polyoxyalkylene polyol (a1-1), 222 g of isophorone diisocyanate (IPDI), 700 g of 2-ethylhexyl acrylate as a diluent, and 0.1 g of dibutyltin dilaurate as a catalyst, and these components were reacted for 4 hours at a temperature of 100° C. The isocyanate concentration within the reaction mixture was measured using an AT-400 potentiometric automatic titrator (manufactured by Kyoto Electronics Manufacturing Co., Ltd.), and once it had been confirmed that the isocyanate concentration had reached 0.75%, 840 g of a polyoxyalkylene monool (a commercial product Preminol S 1004, manufactured by Asahi Glass Co., Ltd., hydroxyl value: 16.7 mgKOH/g) and 87 g of hydroxyethyl acrylate (HEA) were added to the reaction mixture, and reaction was continued for a further 2 hours at a temperature of 100° C. The infrared absorption spectrum of the thus obtained reaction mixture was then measured, confirming that the isocyanate group absorption (2250 cm−1) had disappeared.

Workup

  1. customA four-neck flask fitted with a stirrer, a dropping funnel, a nitrogen inlet tube
  2. customthese components were reacted for 4 hours at a temperature of 100° C
  3. concentrationThe isocyanate concentration within the reaction mixture
  4. concentrationhad been confirmed that the isocyanate concentration
  5. addition, hydroxyl value: 16.7 mgKOH/g) and 87 g of hydroxyethyl acrylate (HEA) were added to the reaction mixture, and reaction
  6. customThe infrared absorption spectrum of the thus obtained reaction mixture
  7. customconfirming that the isocyanate group absorption (2250 cm−1)

Sources & evidence

ORD record
ord-7cd2cc0baba54e408d8adda0f32f2cdc
Source dataset
uspto-grants-2014_04
Patent number
US08697240B2

Reaction notes

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