Toluene 2,4-Diisocyanate → Urethane acrylate

HRID 1439981Notes

Reaction equation

HRID 1439981 reaction equation
CC1C(N=C=O)=CC([N:8]=[C:9]=[O:10])=CC=1.C([C:18]1C=C(C)C=C(C(C)(C)C)[C:19]=1[OH:29])(C)(C)C.CCCCO[C@H](CO)CC.OCC[O:43][C:44](=[O:47])[CH:45]=[CH2:46]>>[C:44]([OH:47])(=[O:43])[CH:45]=[CH2:46].[NH2:8][C:9]([O:29][CH2:19][CH3:18])=[O:10]

Participants

5

Reactant 4

HCID 11443Toluene 2,4-DiisocyanateHCID 131652-Hydroxyethyl acrylateHCID 314042,6-Di-tert-butyl-4-methylphenolHCID 3084433CID 3084433

Product 1

HCID 21863578Urethane acrylate

Procedure

To a reaction vessel equipped with a stirrer, 104.3 gm of 2,4-tolylene diisocyanate, 1 gm of dibutyltindilaurate, and 0.3 gm of 2,6-di-t-butyl-4-methylphenol as a polymerization inhibitor were added. To this, 856.0 gm of polytetramethylene glycol of a number average molecular weight of 2,000 (commercial product PTG2000 manufactured by Hodogaya Chemical) was added while maintaining the temperature in the 40° to 50° C. range, and reacted for 2 hours. Next, 2-hydroxyethylacrylate was added, after which the mixture was continuously stirred for 5 hours at 50° to 60° C. to complete the reaction. A urethane acrylate [B-2] of a number of average molecular weight of about 5,840 was obtained.

Workup

  1. customTo a reaction vessel equipped with a stirrer
  2. temperaturewhile maintaining the temperature in the 40° to 50° C. range
  3. customreacted for 2 hours
  4. customthe reaction

Sources & evidence

ORD record
ord-24cb1305682c4ca38aebd3f0284cc904
Source dataset
uspto-grants-1996_03
Patent number
US05496870

Reaction notes

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