Octadecyl isocyanate → HCID 86737117, compound
Reaction equation
[C:1]([OH:13])#[C:2][C:3]#[C:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12].[CH:14]([NH:17][C:18]([O:20][CH2:21][CH3:22])=[O:19])([CH3:16])[CH3:15].[CH2:23](N=C=[O:43])[CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH3:40]>>[CH2:40]([N:17]([CH:14]([CH3:16])[CH3:15])[C:18]([O:20][CH2:21][CH3:22])=[O:19])[CH2:39][CH2:38][CH2:37][CH2:36][CH2:35][CH2:34][CH2:33][CH2:32][CH2:31][CH2:30][CH2:29][CH2:28][CH2:27][CH2:26][CH2:25][CH2:24][CH3:23].[CH2:12]([OH:43])[CH2:11][CH2:10][CH2:9][C:8]#[C:7][C:6]#[C:5][CH2:4][CH2:3][CH2:2][CH2:1][OH:13]Participants
Procedure
Following the general procedure of Example 1, the above-formed dodecadiyn-ol-isopropylurethane was reacted with n-octadecylisocyanate to form 5,7-dodecadiyn-1,12-diol n-octadecylisopropylurethane (VII) which had a melting point of 105°-108° C. The material was recrystallized from acetone to yield a blue powder with melting point 110°-111° C. The brown-black powder, which was obtained by irradiating the n-octadecylisopropylurethane of 5,7-dodecadiyn-1,12-diol with 50 Mrads of γ-radiation, exhibited thermochromic behavior after the as-polymerized material was extracted with acetone. The thermochromic behavior was evidenced on a Fisher-Johns melting point apparatus in which the thermochromic transition from a brown-black to a dark red was observed at 180°-205° C. This color change was reversible over many cycles observed for the polymer.
Sources & evidence
- ORD record
- ord-97e4a092e1fa4553a1f843496156e7d5
- Source dataset
- uspto-grants-1982_07
- Patent number
- US04339951
Reaction notes
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