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US4333876A Expired / Lapsed US ⏱️ 0.0 years remaining

Process for the preparation of metal diphthalocyanines

Assignee: BAE Systems Electronics Ltd
•
Filing: 1980-11-18
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Granted: 1982-06-08
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Expires: 2000-11-18
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Abstract

Abstract The diphthalocyanines of certain tri- and tetravalent metals, especially those of the empirical general formulae (PC) 2 H.M III (Ia) or (PC) 2 . M IV (Ib) (wherein M III and M IV represent respectively the tri- and tetravalent metal, and "PC" represents the phthalocyanine ring system) are well-known for their semiconductor and/or electrochromic properties. They are presently prepared by a process in which an organic derivative of the metal (an acetate, for example) is reacted, at about 300° C. in a sealed tube, with an appropriate phthalonitrile. This process is itself unsatisfactory, and the invention provides a novel preparative process, process technique and application method. Thus, the inventive process involves reacting the metal (in the form of a complex with a 2,4-diketone, preferably acetyl acetone) with a large (about 100%) molar excess (based on the metal) of the phthalocyanine (preferably phthalocyanine itself) to give the desired diphthalocyanine, while the inventive technique places the reagents together as two layers in contact, the phthalocyanine layer being above the metal diketone complex layer, and slowly heats the whole to a temperature above that at which the diketone complex vaporizes. The inventive method prepares the metal diphthalocyanine using the inventive process and technique, and places the surface upon which the compound is to be deposited within the reaction vessel adjacent the reagents so that the formed diphthalocyanine is condensed directly thereon.

Inventors

  • 👤 George Elliott
  • 👤 Brian W. Ely

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-28 19:01
CPC Classifications
C; C09; C09B; C09B47/00; C09B47/04; C09B47/08

Claims Analysis

Total Claims: 13
Claim 1
Independent Claim 73 words
A process for the preparation of a metal diphthalocyanine of the general formula (PC) 2 H.M III or (PC) 2 .M IV wherein M III and M IV represent, respectively, a tri- and tetravalent metal, and PC represents the phthalocyanine ring system, comprising reacting the metal in the form of a complex with a 2,4-diketone with a large molar excess, based on the metal, of a phthalocyanine, to give the desired metal diphthalocyanine.
Claim 2
Dependent Claim 73 words
A process for the preparation of a metal diphthalocyanine of the general formula (PC) 2 H.M III or (PC) 2 .M IV wherein M III and M IV represent, respectively, a tri- and tetravalent metal, and PC represents the phthalocyanine ring system, comprising reacting the metal in the form of a complex with a 2,4-diketone with a large molar excess, based on the metal, of a phthalocyanine, to give the desired metal diphthalocyanine.
Claim 3
Dependent Claim 15 words
A process as claimed in claim 1, wherein the metal is europium, terbium or lutetium.
Claim 4
Dependent Claim 27 words
A process as claimed in claim 1, wherein the metal is reacted in the form of a complex with a substituted or unsubstituted aliphatic or arylaliphatic 2,4-diketone.
Claim 5
Dependent Claim 13 words
A process as claimed in claim 3, wherein the 2,4-diketone is acetyl acetone.
Claim 6
Dependent Claim 13 words
A process as claimed in claim 1, wherein the phthalocyanine is phthalocyanine itself.
Claim 7
Dependent Claim 18 words
A process as claimed in claim 1, in which the large molar excess of the phthalocyanine is 100%.
Claim 8
Dependent Claim 48 words
A process as claimed in claim 1, wherein the complex and the phthalocyanine are placed together as two layers in contact, the phthalocyanine layer being above the metal diketone complex layer, and the layers are slowly heated to a temperature above that at which the diketone complex vapourises.
Claim 9
Dependent Claim 22 words
A process as claimed in claim 7, wherein the layers are heated to a temperature near that at which the phthalocyanine vapourises.
Claim 10
Dependent Claim 53 words
A process as claimed in claim 7, wherein the reaction is carried out in a reaction vessel and the metal diphthalocyanine is deposited as a thin film on a surface which is placed within the reaction vessel adjacent to the layers, so that the formed metal diphthalocyanine is condensed directly on said surface.
Claim 11
Dependent Claim 15 words
A process as claimed in claim 1, wherein the metal is a rare earth metal.
Claim 12
Dependent Claim 12 words
A process as claimed in claim 2, wherein the metal is lutetium.
Claim 13
Dependent Claim 24 words
A process as claimed in claim 1, wherein the reaction is carried out in a sealed vessel under vacuum at 300° to 400° C.

References Cited (Backward Citations)

US3027391A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1985-06-07 1985-12-07 1986-06-08 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1989-06-07 1989-12-07 1990-06-08 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1993-06-07 1993-12-07 1994-06-08 $7700.00 Window Closed / Lapsed

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