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Title: Method of solubilizing phthalocyanines and metallophthalocyanines

Abstract

A one-step method of manufacturing soluble phthalocyanines and metallophthalocyanines, like zinc phthalocyanine, by converting a phthalocyanine or a metallophthalocyanine to a trialkylsilyl-substituted derivative is disclosed. The phthalocyanine or metallophthalocyanine is converted to a soluble trialkylsilyl-substituted derivative by interacting the phthalocyanine or metallophthalocyanine with an active metal amide, like lithium 2,2,6,6-tetramethylpiperidide, and a halotrialkylsilane, like chlorotrimethylsilane, to provide a phthalocyanine compound, like phthalocyanine monomers, dimers or polymers, metalated or unmetalated, that are soluble in organic media.

Inventors:
 [1];  [2];  [3]
  1. Bolingbrook, IL
  2. Darien, IL
  3. Downers Grove, IL
Publication Date:
Research Org.:
Argonne National Laboratory (ANL), Argonne, IL (United States)
Sponsoring Org.:
USDOE
OSTI Identifier:
875173
Patent Number(s):
H001695
Application Number:
07/531733
Assignee:
United States of America as represented by United States (Washington, DC)
DOE Contract Number:  
W-31109-ENG-38
Resource Type:
Patent
Resource Relation:
Patent File Date: 1990 Jun 01
Country of Publication:
United States
Language:
English
Subject:
method; solubilizing; phthalocyanines; one-step; manufacturing; soluble; metallophthalocyanines; zinc; phthalocyanine; converting; trialkylsilyl-substituted; derivative; disclosed; converted; interacting; active; metal; amide; lithium; 6-tetramethylpiperidide; halotrialkylsilane; chlorotrimethylsilane; provide; compound; monomers; dimers; polymers; metalated; unmetalated; organic; media; active metal; organic media; metal amide; one-step method; step method; statutory invention registration; /999/430/

Citation Formats

Rathke, Jerome W., Chen, Michael J., and Fendrick, Carol M. Method of solubilizing phthalocyanines and metallophthalocyanines. United States: N. p., 1997. Web.
Rathke, Jerome W., Chen, Michael J., & Fendrick, Carol M. Method of solubilizing phthalocyanines and metallophthalocyanines. United States.
Rathke, Jerome W., Chen, Michael J., and Fendrick, Carol M. 1997. "Method of solubilizing phthalocyanines and metallophthalocyanines". United States. https://www.osti.gov/servlets/purl/875173.
@article{osti_875173,
title = {Method of solubilizing phthalocyanines and metallophthalocyanines},
author = {Rathke, Jerome W. and Chen, Michael J. and Fendrick, Carol M.},
abstractNote = {A one-step method of manufacturing soluble phthalocyanines and metallophthalocyanines, like zinc phthalocyanine, by converting a phthalocyanine or a metallophthalocyanine to a trialkylsilyl-substituted derivative is disclosed. The phthalocyanine or metallophthalocyanine is converted to a soluble trialkylsilyl-substituted derivative by interacting the phthalocyanine or metallophthalocyanine with an active metal amide, like lithium 2,2,6,6-tetramethylpiperidide, and a halotrialkylsilane, like chlorotrimethylsilane, to provide a phthalocyanine compound, like phthalocyanine monomers, dimers or polymers, metalated or unmetalated, that are soluble in organic media.},
doi = {},
url = {https://www.osti.gov/biblio/875173}, journal = {},
number = ,
volume = ,
place = {United States},
year = {Wed Jan 01 00:00:00 EST 1997},
month = {Wed Jan 01 00:00:00 EST 1997}
}

Works referenced in this record:

Löslichetrans-Di-1-alkinyl- und Poly-trans-ethinyl(tetraalkylphthalocyaninato)metall-IVB-Derivate
journal, August 1982


Preparation of a novel, soluble copper phthalocyanine with crown ether moieties
journal, January 1986


In situ trapping of ortho lithiated benzenes containing electrophilic directing groups
journal, September 1983


A copper phthalocyanine with four crown ether voids
journal, January 1986


Synthesis and properties of substituted (phthalocyaninato)-iron and -cobalt compounds and their pyridine adducts
journal, April 1984


1,4,8,11,15,18,22,25-Octa-alkyl phthalocyanines: new discotic liquid crystal materials
journal, January 1987


Molecular association and monolayer formation of soluble phthalocyanine compounds
journal, August 1984


The syntheses of mono- and disubstituted phthalocyanines using a dithioimide
journal, August 1987