GB471435A - Improvements in the manufacture and production of dyestuffs - Google Patents

Improvements in the manufacture and production of dyestuffs

Info

Publication number
GB471435A
GB471435A GB669336A GB669336A GB471435A GB 471435 A GB471435 A GB 471435A GB 669336 A GB669336 A GB 669336A GB 669336 A GB669336 A GB 669336A GB 471435 A GB471435 A GB 471435A
Authority
GB
United Kingdom
Prior art keywords
copper
phthalocyanine
amino
chlor
phthalocyanines
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
GB669336A
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.)
IG Farbenindustrie AG
Original Assignee
IG Farbenindustrie AG
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 IG Farbenindustrie AG filed Critical IG Farbenindustrie AG
Priority to GB669336A priority Critical patent/GB471435A/en
Publication of GB471435A publication Critical patent/GB471435A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B47/00—Porphines; Azaporphines
    • C09B47/04—Phthalocyanines abbreviation: Pc
    • C09B47/08—Preparation from other phthalocyanine compounds, e.g. cobaltphthalocyanineamine complex
    • C09B47/22—Obtaining compounds having nitrogen atoms directly bound to the phthalocyanine skeleton

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Coloring (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)

Abstract

Phthalocyanines are produced by reacting chlorine- or brominecontaining phthalocyanines with amines containing at least one reactive hydrogen atom attached to nitrogen. Suitable initial materials are the metal-containing and metal-free dyestuffs obtained by the action of halogenating agents on phthalocyanines such as those mentioned in Specification 470,079. These are caused to react either directly, or in the presence of solvent or diluent, with amines such as methylamine, dimethylamine, butylamine, ethanolamines, butylethanolamines, ethylene diamine, polyethylene polyamines, dodecylamines, methyldodecylamine, octodecylamine, octodecenylamine, dioctodecylamine, cyclohexylamine, methylcyclohexylamine, aniline, toluidine, xylidine, aminomethoxybenzene, aminomethylmethylbenzene, aminohydroxybenzene, aminonaphthalene, aminodiphenylene oxide and sulphide, aminobenzene carboxylic acids, aminohydroxy benzene carboxylic acids, phenylene diamines, aminoacetic acid, methylaminoacetic acid, aminopyridine, aminoquinoline, aminocollidine, piperidine, lupetidine, and amino compounds of anthracene, anthraquinone, carbazole, azanthraquinones, benzanthrones, dibenzanthrones, iso-dibenzanthrones, azobenzanthrones, chrysenes, pyrenes, anthrapyrimidines, anthradipyrimidines, anthrapyridones, anthraquinonebenzacridones, pyrroloanthrones, pyridinoanthraquinones and pyridino-benzanthrones. Suitable diluents are aromatic hydrocarbons, aromatic nitrohydrocarbons and tertiary amines. Metals promoting halogen exchange such as zinc, copper, silver powder, sodium and sodium amalgam may be added and p the reaction may be carried out under pressure. The examples describe the reaction of (1) tetra-chlor-copper-phthalocyanine with 1 - amino - 4 - methylbenzene, 2 - amino - naphthalene, paratoluidine, and dodecylamine; (2) penta-chlor-copper phthalocyanine with benzylamine, para-phenetidine, 1-amino-anthraquinone and 1 : 4-diamino-anthraquinone; (3) metal-free tetra-chlor-phthalocyanine with benzylamine, and 1-amino-naphthalene; (4) tetra - deca - chlor - copper - phthalocyanine with cyclo-hexylamine and dodecylamine; (5) various chlorinated copper phthalocyanines of uncertain formula with aniline, 1-aminonaphthalene, benzidine, para - phenylene - diamine, piperidine, and sodium tauride. Samples have been furnished under Sect. 2 (5) of (A) a blue powder obtained by reacting alphaamino-naphthalene with a brominated copper phthalocyanine, and (B) a greenish blue powder obtained by reacting a mixture of alpha-aminonaphthalene and para-toluidine with a copper phthalocyanine containing chlorine and bromine.
GB669336A 1936-03-05 1936-03-05 Improvements in the manufacture and production of dyestuffs Expired GB471435A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB669336A GB471435A (en) 1936-03-05 1936-03-05 Improvements in the manufacture and production of dyestuffs

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB669336A GB471435A (en) 1936-03-05 1936-03-05 Improvements in the manufacture and production of dyestuffs

Publications (1)

Publication Number Publication Date
GB471435A true GB471435A (en) 1937-09-06

Family

ID=9819077

Family Applications (1)

Application Number Title Priority Date Filing Date
GB669336A Expired GB471435A (en) 1936-03-05 1936-03-05 Improvements in the manufacture and production of dyestuffs

Country Status (1)

Country Link
GB (1) GB471435A (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0757084A1 (en) * 1995-07-21 1997-02-05 Ciba SC Holding AG Substituted phthalocyanines
CN103205138A (en) * 2013-03-14 2013-07-17 浙江理工大学 Activity disperse dye photoactive under visible light irradiation and manufacturing method of activity disperse dye

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0757084A1 (en) * 1995-07-21 1997-02-05 Ciba SC Holding AG Substituted phthalocyanines
AU712884B2 (en) * 1995-07-21 1999-11-18 Ciba Specialty Chemicals Holding Inc. Substituted phthalocyanines
CN103205138A (en) * 2013-03-14 2013-07-17 浙江理工大学 Activity disperse dye photoactive under visible light irradiation and manufacturing method of activity disperse dye

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