3-Vinylphenylboronic Acid (contains varying amounts of Anhydride) → 9-Biphenyl-2-yl-10-(3-vinylphenyl)anthracene

HRID 1825703Notes

Reaction equation

HRID 1825703 reaction equation
[C:1]1([C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[C:7]1[C:8]2[C:13]([C:14](Br)=[C:15]3[C:20]=1[CH:19]=[CH:18][CH:17]=[CH:16]3)=[CH:12][CH:11]=[CH:10][CH:9]=2.[CH:28]([C:30]1[CH:31]=[C:32](B(O)O)[CH:33]=[CH:34][CH:35]=1)=[CH2:29]>>[C:1]1([C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[C:7]1[C:8]2[C:13]([C:14]([C:34]3[CH:33]=[CH:32][CH:31]=[C:30]([CH:28]=[CH2:29])[CH:35]=3)=[C:15]3[C:20]=1[CH:19]=[CH:18][CH:17]=[CH:16]3)=[CH:12][CH:11]=[CH:10][CH:9]=2

Participants

3

Reactant 2

HCID 43668863-Vinylphenylboronic Acid (contains varying amounts of Anhydride)HCID 221382809-(2-Biphenylyl)-10-bromoanthracene

Product 1

HCID 221382769-Biphenyl-2-yl-10-(3-vinylphenyl)anthraceneYield 63%

Procedure

A run was carried out as in Example 1 aside from using 9-biphenyl-2-yl-10-bromoanthracene and 3-vinylphenylboronic acid. There was obtained 9-biphenyl-2-yl-10-(3-vinylphenyl)anthracene in a yield of 63%. From this monomer, a polymer was prepared in a yield of 78% and had a weight average molecular weight of 21,000. An organic EL device was fabricated as in Example 1. This device produced blue light emission from tetraphenylbutadiene and showed a current efficiency of 4.0 cd/A upon constant current driving at 10 mA/cm2. The luminance half-life at 10 mA/cm2 was 580 hours.

Sources & evidence

ORD record
ord-749600443f794536909d7bab8c8451ea
Source dataset
uspto-grants-2006_05
Patent number
US07049011B2

Reaction notes

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