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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1365584Generated: October 30, 2026

Diphenylamine → N~3~,N~3~,N~6~,N~6~,9-Pentaphenyl-9H-carbazole-3,6-diamine

https://huagongshe.com/reaction/1365584

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiphenylamineHCID 11487—
Reactant3,6-Dibromo-9-phenylcarbazoleHCID 11025791—
ProductN~3~,N~3~,N~6~,N~6~,9-Pentaphenyl-9H-carbazole-3,6-diamineHCID 21863577—

Reaction Steps

In the present embodiment, raw materials, 12.03 g (30 mmol) of N-phenyl-3,6-dibromocarbazole and 12.18 g (72 mmol) of diphenylamine are used to obtain 3,6-bis(N,N-diphenylamino)-9-phenylcarbazole (hereinafter, referred to as PhCzP2), that is the carbazole derivative represented by the above structural formula (76), in the same way as in Embodiment 2 described above. The obtained PhCzP2 is purified by sublimation at a higher temperature of 270° C. and a lower temperature of 175° C. The yield after the sublimation purification is approximately 50%. FIG. 21 shows a 1H NMR spectrum of the obtained PhCzP2, FIG. 22 shows a 13C NMR spectrum of the obtained PhCzP2, and FIG. 23 shows an enlarged view of a region (A) surrounded by a dashed line in FIG. 22. In FIGS. 21 to 23, a longitudinal axis indicates relative intensity of signals, and a lateral axis indicates the dimensionless value δ which is the difference of resonant frequency between a sample and an authentic sample divided by frequency of an oscillator. Data of 1H NMR and 13C NMR of the obtained PhCzP2 is as follows:

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07892657B2
Source datasetuspto-grants-2011_02
ORD IDord-ef960653f9c340e1b9510cab7a36648a
Source noteuspto-grants-2011_02