Process of manufacturing an electron transport material

Patent metadata

Field	Value
Publication number	US-9911919-B2
Application number	US-201615245969-A
Country	US
Kind code	B2
Filing date	Aug 24, 2016
Priority date	Oct 1, 2015
Publication date	Mar 6, 2018
Grant date	Mar 6, 2018

Abstract

A process of dissolving

in a solvent to produce a first mixture. To the first mixture a reagent is added to produce a second mixture. A H—R′—R″ is then added to the second mixture to produce a third mixture. The third mixture is then refluxed to produce

First claim

The invention claimed is:

1. A process comprising:
a) dissolving

in a solvent to produce a first mixture;
b) adding a reagent to the first mixture to produce a second mixture;
c) adding a 2-(dimethylamino)ethan-1-ol to the second mixture to produce a third mixture;
d) refluxing the third mixture to produce

wherein R is selected from the group consisting of: H, CH 3 , carbonate, SH, F, Cl, Br, I, CN, OH, Si, NH 2 , and any alkyl chain, R′ is O and R″ is

2. The process of claim 1 , wherein

is [6,6]-phenyl-C 60 -butyric acid methyl ester.

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

4. 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, ethanol, hexane, cyclohexane, tetrahydrofuran and isopropanol.

5. The process of claim 1 , wherein the reagent selected is able to cleave R from

6. The process of claim 1 , wherein the reagent is a metal oxide.

7. The process of claim 1 , wherein the reagent is dibutyltin (IV) oxide, hydrochloric acid, sulfuric acid, nitric acid, acetic acid or a combination of the mentioned reagents is used.

8. The process of claim 1 , wherein

is selected from the group consisting of: [6,6]-phenyl-C 60 -butyric-N-(2-aminoethyl)acetamide, [6,6]-phenyl-C 60 -butyric-N-triethyleneglycol ester, and [6,6]-phenyl-C 60 -butyric-N-2-dimethylaminoethyl ester.

9. The process of claim 1 , wherein

is used as an electron transport material in an organic photovoltaic device.

10. A process comprising:
a) dissolving [6,6]-phenyl-C 60 -butyric acid methyl ester in 1,2-dichlorobenzene, under an oxygen free environment, to produce a first mixture;
b) adding dibutyltin(IV) oxide to the first mixture to produce a second mixture;
c) adding 2-(dimethylamino)ethan-1-ol to the second mixture to produce a third mixture; and
d) refluxing the third mixture to produce [6,6]-phenyl-C 60 -butyric-N-2-dimethylaminoethyl ester.

Assignees

• Phillips 66 Co

Inventors

• Bullock Joseph
• Worfolk Brian

Classifications

• C07C2104/00

  Chemistry & Metallurgy · mapped topic

• H01L51/4253

  Electricity · mapped topic

• C07C67/29

  by introduction of oxygen-containing functional groups · CPC title

• C07C227/10

  with simultaneously increasing the number of carbon atoms in the carbon skeleton · CPC title

• H01L51/0047 Primary

  Electricity · mapped topic