Process of manufacturing an electron transport material

Patent metadata

Field	Value
Publication number	US-9905769-B2
Application number	US-201615245939-A
Country	US
Kind code	B2
Filing date	Aug 24, 2016
Priority date	Oct 1, 2015
Publication date	Feb 27, 2018
Grant date	Feb 27, 2018

Abstract

A process of dissolving [6,6]-phenyl-C 60 -butyric-N-2-dimethylaminoethyl ester in a solvent to produce a first mixture. A reagent is added to the first mixture to produce a second mixture. The second mixture is then refluxed to produce [6,6]-phenyl-C 60 -butyric-N-2-trimethylammonium ethyl ester iodide.

First claim

The invention claimed is:

1. A process comprising:
a) dissolving [6,6]-phenyl-C 60 -butyric-N-2-dimethylaminoethyl ester in a solvent to produce a first mixture;
b) adding halomethanes, iodomethane, any aliphatic iodide, dimethyl sulfate, methyl triflate, or dimethyl carbonate to the first mixture to produce a second mixture;
c) heating the second mixture to produce [6,6]-phenyl-C 60 -butyric-N-2-trimethylammonium ethyl ester iodide, wherein [6,6]-phenyl-C60-butyric-N-2-dimethylaminoethyl ester is produced from:
d) dissolving [6,6]-phenyl-C60-butyric acid methyl ester in 1,2-dichlorobenzene, under an oxygen free environment, to produce a first mixture;
e) adding dibutyltin(IV) oxide to the first mixture to produce a second mixture;
f) adding 2-(dimethylamino)ethan-1-ol to the second mixture to produce a third mixture;
and

g) refluxing the third mixture to produce [6,6]-phenyl-C60-butyric-N-2-dimethylaminoethyl ester.

2. The process of claim 1 , wherein the solvent is an organic solvent.

3. The process of claim 1 , wherein the solvent is selected from the group consisting of: dichlorobenzene, chlorobenzene, xylene, toluene, chloroform, tetrahydronaphthalene, carbon disulfide, dichloromethane, ethyl acetate, chloroform, ethanol, hexane, cyclohexane, tetrahydrofuran and isopropanol.

4. The process of claim 1 , wherein the second mixture is heated to a temperature of at least 50° C.

5. The process of claim 1 , wherein the second mixture is heated to a temperature between 50° C. and 100° C.

Assignees

• Phillips 66 Co

Inventors

• Bullock Joseph
• Worfolk Brian

Classifications

• C07C213/08

  by reactions not involving the formation of amino groups, hydroxy groups or etherified or esterified hydroxy groups · CPC title

• C07C2604/00

  Fullerenes, e.g. C60 buckminsterfullerene or C70 · CPC title

• H01L51/0003

  Electricity · mapped topic

• H01L51/0047 Primary

  Electricity · mapped topic

• C07C219/10

  having at least one of the hydroxy groups esterified by a carboxylic acid having the esterifying carboxyl group bound to an acyclic carbon atom of a carbon skeleton containing rings · CPC title