Toluene 2,4-Diisocyanate → 2-Hydroxyethyl Methacrylate

HRID 848202Notes

Reaction equation

HRID 848202 reaction equation
CC1C(N=C=O)=CC([N:8]=[C:9]=[O:10])=CC=1.CC1C(N=C=O)=CC(N=C=O)=CC=1.CC1C(N=C=O)=CC=CC=1N=C=O.[CH3:40][C:41]([C:43]([O:45][CH2:46][CH2:47][OH:48])=[O:44])=[CH2:42].C(NCCCC)CCC.Cl>>[N-:8]=[C:9]=[O:10].[CH3:42][C:41]([C:43]([O:45][CH2:46][CH2:47][OH:48])=[O:44])=[CH2:40]

Participants

6

Reactant 4

HCID 11443Toluene 2,4-DiisocyanateHCID 133602-Hydroxyethyl Methacrylate2×HCID 335181,3-Diisocyanato-2-methylbenzene--2,4-diisocyanato-1-methylbenzene (1/1)HCID 3083954Dibutylammonium chloride

Product 2

HCID 133602-Hydroxyethyl MethacrylateHCID 105034Isocyanate

Conditions

Temperature
60 °C

Procedure

Tolylene diisocyanate (2,4-tolylene diisocyanate/2,6-tolylene diisocyanate=80/20, hereinafter referred to as "TDI", 174 g) and EGA (130 g) are mixed, and to the stirred mixture is added dropwise HEMA (130 g, wherein phenothiazine (0.13 g) is dissolved) under nitrogen gas at 20°-45° C. over a period of 1 hour. After finishing the dropping of HEMA, the mixture is heated to 60° C. in 30 minutes and is stirred at the same temperature for 1.5 hour. It is confirmed that the product contains NCO of 9.6% (measured by di-n-butylamine-hydrochloric acid titration method) and an isocyanate product semi-blocked with HEMA is produced.

Workup

  1. additionare mixed

Sources & evidence

ORD record
ord-a499809488484de9b977a461de1b34d1
Source dataset
uspto-grants-1981_10
Patent number
US04294940

Reaction notes

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