Aryloxy-phthalocyanines of group IV metals

Patent metadata

Field	Value
Publication number	US-9362509-B2
Application number	US-201514682675-A
Country	US
Kind code	B2
Filing date	Apr 9, 2015
Priority date	Mar 11, 2013
Publication date	Jun 7, 2016
Grant date	Jun 7, 2016

Abstract

The present disclosure relates to a compound comprising an aryloxy-phthalocyanine compound of Group IV metals, a method for preparing the aryloxy-phthalocyanine compound of Group IV metals and an article of manufacture made therefrom.

First claim

The invention claimed is:

1. A planar donor-acceptor heterojunction comprising a two layer photoactive region, wherein each layer has a homogeneous composition and the two layers form the planar donor-acceptor heterojunction, wherein at least one of the layers includes a compound having the general molecular structure (I):

wherein M is silicon, germanium, tin, or a combination thereof;
wherein “n” is an integer equal to or greater than 0;
wherein each R 1 independently is a straight chain alkyl group, a branched alkyl group, a cycloalkyl group, an alkenyl group, an alkynyl group, an alkoxy group, an aryloxy group, heterocyclic group, a monocyclic aromatic group, a polycyclic aromatic group, an aryl group, an alkylaryl group, an arylalkyl group, an alkylene group, a hydrogen, a halogen, or a combination thereof; and
wherein R 2 is a substituted aryl containing group having from greater than or equal to about 6 to about 10 carbon atoms.

2. The planar donor-acceptor heterojunction of claim 1 , wherein n ranges from about 0 to 4.

3. The planar donor-acceptor heterojunction of claim 1 , wherein the substituted aryl containing group has 7 carbon atoms.

4. The planar donor-acceptor heterojunction of claim 1 , wherein R 2 does not include a metal.

5. The planar donor-acceptor heterojunction of claim 1 , wherein R 2 does not include a heteroatom as a bridging group.

6. The planar donor-acceptor heterojunction of claim 1 , wherein R 2 further includes a heteroatom, wherein the heteroatom is a halogen selected from a group consisting essentially of fluorine, chlorine, bromine, iodine, and a combination thereof.

7. The planar donor-acceptor heterojunction of claim 1 , wherein n is 1, and R 2 is a 3-methyl aryl containing group.

8. The planar donor-acceptor heterojunction of claim 1 , wherein n is 1, and R 2 is substituted at one or more ortho positions with a methyl group, ethyl group or propyl group.

9. The planar donor-acceptor heterojunction of claim 1 , wherein the photoactive region is disposed on a substrate.

10. The planar donor-acceptor heterojunction of claim 9 , wherein the substrate is comprised in a photovoltaic cell.

11. A photovoltaic cell comprising a planar donor-acceptor heterojunction comprising a compound having the general molecular structure as claimed in claim 1 .

12. A planar donor-acceptor heterojunction comprising a two layer photoactive region, wherein each layer has a homogeneous composition and the two layers form the planar donor-acceptor heterojunction, wherein at least one of the layers includes a compound having the general molecular structure (II):

wherein M is silicon, germanium, tin, or a combination thereof;
wherein “n” is an integer equal to or greater than 0;
wherein each R 1 independently is a straight chain alkyl group, a branched alkyl group, a cycloalkyl group, an alkenyl group, an alkynyl group, an alkoxy group, an aryloxy group, heterocyclic group, a monocyclic aromatic group, a polycyclic aromatic group, an aryl group, an alkylaryl group, an arylalkyl group, an alkylene group, a hydrogen, a halogen, or a combination thereof; and
wherein R 2 and R 3 are the same or different and are a halogen, oxygen, sulfur, nitrogen, or an aryloxy containing group and at least one of the R 2 and R 3 is a substituted aryloxy containing group having from 6 to about 10 carbon atoms.

13. The planar donor-acceptor heterojunction of claim 12 , wherein n ranges from about 0 to 4.

14. The planar donor-acceptor heterojunction of claim 12 , wherein the substituted aryloxy containing group has 7 carbon atoms.

15. The planar donor-acceptor heterojunction of claim 12 , wherein R 2 and R 3 does not include a metal.

16. The planar donor-acceptor heterojunction of claim 12 , wherein R 2 and R 3 does not include a heteroatom as a bridging group.

17. The planar donor-acceptor heterojunction of claim 12 , wherein R 2 and R 3 further includes a heteroatom, wherein the heteroatom is a halogen selected from a group consisting essentially of fluorine, chlorine, bromine, iodine, and a combination thereof.

18. The planar donor-acceptor heterojunction of claim 12 , wherein n is 1, and R 2 and R 3 are the same and the substituted aryloxy containing group is a 3-methyl aryl containing group.

19. The planar donor-acceptor heterojunction of claim 12 , wherein n is 1, R 1 is hydrogen, and the substituted aryloxy containing group is a 3-methyl aryl containing group.

20. The planar donor-acceptor heterojunction of claim 12 , wherein n is 1, and the substituted aryloxy containing group is substituted at one or more ortho positions with a methyl group, ethyl group or propyl group.

21. The planar donor-acceptor heterojunction of claim 12 , wherein photoactive region is disposed on a substrate comprised in a photovoltaic cell.

22. A photovoltaic cell comprising a planar donor-acceptor heterojunction comprising a compound having the general molecular structure as claimed in claim 12 .

Assignees

• Saudi Basic Ind Corp

Inventors

• Bender Timothy P
• Lessard Benoit H
• Abdelrahman Ahmed
• Tevtia Amit

Classifications

• C07F7/2284

  Compounds with one or more Sn-N linkages · CPC title

• C07F7/025 Primary

  without C-silicon linkages · CPC title

• Y02E10/549

  Organic PV cells · CPC title

• C07F7/30 Primary

  Germanium compounds · CPC title

• H10K30/50

  Photovoltaic [PV] devices · CPC title