GB695523A - Imidomethyl derivatives of phthalocyanines - Google Patents

Imidomethyl derivatives of phthalocyanines

Info

Publication number
GB695523A
GB695523A GB21654/51A GB2165451A GB695523A GB 695523 A GB695523 A GB 695523A GB 21654/51 A GB21654/51 A GB 21654/51A GB 2165451 A GB2165451 A GB 2165451A GB 695523 A GB695523 A GB 695523A
Authority
GB
United Kingdom
Prior art keywords
reacted
sulphuric acid
copper phthalocyanine
hydroxymethylphthalimide
paraformaldehyde
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired
Application number
GB21654/51A
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Wyeth Holdings LLC
Original Assignee
American Cyanamid Co
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by American Cyanamid Co filed Critical American Cyanamid Co
Publication of GB695523A publication Critical patent/GB695523A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09BORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B47/00Porphines; Azaporphines
    • C09B47/04Phthalocyanines abbreviation: Pc
    • C09B47/08Preparation from other phthalocyanine compounds, e.g. cobaltphthalocyanineamine complex
    • C09B47/12Obtaining compounds having alkyl radicals, or alkyl radicals substituted by hetero atoms, bound to the phthalocyanine skeleton

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Compositions Of Macromolecular Compounds (AREA)

Abstract

The invention comprises tetraazaporphines of the formula <FORM:0695523/IV (c)/1> in which Ar is an o-arylene radical, Me represents two H atoms or one atom of a divalent metal having a co-ordination number of 4 to 6 and at least one Ar is substituted by <FORM:0695523/IV (c)/2> in which R is 1,2-divalent radical. The products are made by reacting phthalocyanines under anhydrous acidic conditions with (1) a hydroxymethyl imide of the formula <FORM:0695523/IV (c)/3> or (2) a mixture of sulphuric acid, paraformaldehyde and an imide of the formula <FORM:0695523/IV (c)/4> or (3) with an imidomethyl ether of the formula <FORM:0695523/IV (c)/5> In examples: (1) copper phthalocyanine is reacted with sulphuric acid, phthalimide, and paraformaldehyde, alone, or together with phosphorus pentoxide or oleum, in varying proportions; (2) copper phthalocyanine is reacted with sulphuric acid and bis-phthalimidomethyl ether; (3) copper phthalocyanine is reacted with N-hydroxymethylphthalimide, sulphuric or phosphoric acid, and phosphorus pentoxide; (4) copper phthalocyanine is reacted with N-hydroxymethylphthalimide, sulphuric acid, and acetic anhydride; (5) copper phthalocyanine is reacted with 4-nitrophthalimide, sulphuric acid, paraformaldehyde, and phosphorus pentoxide; (6) copper phthalocyanine is reacted with succinimide, sulphuric acid, and paraformaldehyde; (7) metal-free phthalocyanine is reacted with N-hydroxymethylphthalimide, phosphorus pentoxide, and phosphoric acid; (8) monochloro copper phthalocyanine is reacted with N-hydroxymethylphthalimide in sulphuric acid. The proportions used in the examples are such that varying numbers of substituents from one to eight per molecule of phthalocyanine are introduced. Iron, cobalt, nickel, tin, and copper phthalocyanines are also referred to. Other imides specified are glutarimide, b b 1-dimethylglutarimide, a a 1-dimethylglutarimide, maleic imide, methylmaleic imide, phenylsuccinimide, tetrahydrophthalimide, 4-chlorophthalimide, 3,5-dichlorophthalimide, 4-nitrophthalimide.
GB21654/51A 1951-06-29 1951-09-14 Imidomethyl derivatives of phthalocyanines Expired GB695523A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US695523XA 1951-06-29 1951-06-29

Publications (1)

Publication Number Publication Date
GB695523A true GB695523A (en) 1953-08-12

Family

ID=22089745

Family Applications (1)

Application Number Title Priority Date Filing Date
GB21654/51A Expired GB695523A (en) 1951-06-29 1951-09-14 Imidomethyl derivatives of phthalocyanines

Country Status (1)

Country Link
GB (1) GB695523A (en)

Cited By (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1029965B (en) * 1955-07-13 1958-05-14 Basf Ag Process for the preparation of dyes of the phthalocyanine series
US2908544A (en) * 1954-12-30 1959-10-13 Gen Aniline & Film Corp Production of phthalocyanine vat dyes
DE1114265B (en) * 1957-12-02 1961-09-28 Bayer Ag Process for the production of water-soluble dyes
DE1114964B (en) * 1957-12-02 1961-10-12 Bayer Ag Process for the production of water-soluble dyes
DE1121248B (en) * 1957-12-02 1962-01-04 Bayer Ag Process for the production of water-insoluble dyes
DE1145731B (en) * 1957-12-02 1963-03-21 Bayer Ag Process for the production of water-insoluble tetra-aza-porphines
DE1258383B (en) * 1960-03-18 1968-01-11 Sandoz Ag Separation-fast phthalocyanine pigment mixtures
EP0508704A1 (en) * 1991-04-11 1992-10-14 Ciba-Geigy Ag Pigment compositions
JPWO2016163351A1 (en) * 2015-04-07 2017-04-27 Dic株式会社 Organic pigment composition for color filter, method for producing the same, and color filter

Cited By (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2908544A (en) * 1954-12-30 1959-10-13 Gen Aniline & Film Corp Production of phthalocyanine vat dyes
DE1029965B (en) * 1955-07-13 1958-05-14 Basf Ag Process for the preparation of dyes of the phthalocyanine series
DE1114265B (en) * 1957-12-02 1961-09-28 Bayer Ag Process for the production of water-soluble dyes
DE1114964B (en) * 1957-12-02 1961-10-12 Bayer Ag Process for the production of water-soluble dyes
DE1121248B (en) * 1957-12-02 1962-01-04 Bayer Ag Process for the production of water-insoluble dyes
DE1145731B (en) * 1957-12-02 1963-03-21 Bayer Ag Process for the production of water-insoluble tetra-aza-porphines
DE1258383B (en) * 1960-03-18 1968-01-11 Sandoz Ag Separation-fast phthalocyanine pigment mixtures
EP0508704A1 (en) * 1991-04-11 1992-10-14 Ciba-Geigy Ag Pigment compositions
US5250111A (en) * 1991-04-11 1993-10-05 Ciba-Geigy Corporation Pigment compositions
JPWO2016163351A1 (en) * 2015-04-07 2017-04-27 Dic株式会社 Organic pigment composition for color filter, method for producing the same, and color filter

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