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Diphenylmethane diisocyanate → Ethylene Oxide

HRID 359554
Notes
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Reaction equation

HRID 359554 reaction equation
[N-]=[C:2]=[O:3].C(C1C=CC=CC=1N=C=O)C1C=CC=CC=1N=C=O.C[CH:24]([OH:35])[CH2:25][O:26][CH:27]([CH2:29][O:30][CH:31]([CH2:33][OH:34])C)[CH3:28].C[CH:37]([OH:44])[CH2:38][O:39][CH:40]([CH2:42][OH:43])[CH3:41].C1C(CC2C=CC(N=C=O)=CC=2)=CC=C(N=C=O)C=1>>[CH2:33]1[O:34][CH2:31]1.[CH2:42]1[O:43][CH:40]1[CH3:41].[CH3:28][CH:27]([OH:26])[CH2:29][OH:30].[CH2:37]([OH:44])[CH2:38][OH:39].[CH2:2]([OH:3])[CH:24]([OH:35])[CH2:25][OH:26]
ParticipantsProcedureSources & evidenceReaction notes

Participants

8

Reactant 5

HCID 7570Diphenylmethane diisocyanateHCID 326112-(2-(2-Hydroxypropoxy)propoxy)-1-propanolHCID 328812-(2-Hydroxypropoxy)-1-propanolHCID 62450Diphenylmethane-2,2'-diisocyanateHCID 105034Isocyanate2×

Product 3

HCID 6354Ethylene Oxide
HCID 6378
Propylene Oxide
HCID 16212396Glycerol propoxylate-B-ethoxylate

Procedure

The polyurethane polymer of Example 2 is prepared from a mixture of the ingredients in the amounts listed in Table 1, wherein Polyol A, Isocyanate A, and Catalyst A are as identified in Example 1. Surfactant A is an organosilane surfactant degassing agent commercially available form Union Carbide Corp. under the trade designation L-5304. Isocyanate B is a mixture of methylene diphenyldiisocyanate with tripropylene glycol and dipropylene glycol, having an average molecular weight of 364, commercially available from The Dow Chemical Company under the trade designation Isonate 181. Polyol B is a polyether triol of 2600 molecular weight formed from a heterofeed mixture of 50 weight percent ethylene oxide and 50 weight percent propylene oxide commercially available from The Dow Chemical Company under the trade designation Polyglycol 15-200. Polyol C is a 400 molecular weight polyether having about 100 weight percent oxyethylene groups and a nominal functionality of 2. The mixture is vacuum degassed for 2 minutes. Then, Isocyanate A is mixed into the mixture to form an admixture which is degassed for and additional 2 minutes. The admixture is poured into a open steel mold which is maintained at a temperature of 50° C. for a period of 8 hours, after which it is placed in an oven at 180° F. for a period of 24 hours.

Sources & evidence

ORD record
ord-a153256859f1470e957e65a11944bb76
Source dataset
uspto-grants-1991_03
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US05001167

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes