GB1118785A - Water-soluble phthalocyanine reactive dyestuffs - Google Patents

Water-soluble phthalocyanine reactive dyestuffs

Info

Publication number
GB1118785A
GB1118785A GB4633964A GB4633964A GB1118785A GB 1118785 A GB1118785 A GB 1118785A GB 4633964 A GB4633964 A GB 4633964A GB 4633964 A GB4633964 A GB 4633964A GB 1118785 A GB1118785 A GB 1118785A
Authority
GB
United Kingdom
Prior art keywords
formula
radical
value
alkyl
phthalocyanine
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
GB4633964A
Inventor
Victor David Poole
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.)
Imperial Chemical Industries Ltd
Original Assignee
Imperial Chemical Industries Ltd
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 Imperial Chemical Industries Ltd filed Critical Imperial Chemical Industries Ltd
Priority to GB4633964A priority Critical patent/GB1118785A/en
Publication of GB1118785A publication Critical patent/GB1118785A/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
    • C09B62/00—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves
    • C09B62/44—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves with the reactive group not directly attached to a heterocyclic ring
    • C09B62/4401—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves with the reactive group not directly attached to a heterocyclic ring with two or more reactive groups at least one of them being directly attached to a heterocyclic system and at least one of them being directly attached to a non-heterocyclic system
    • C09B62/4422—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves with the reactive group not directly attached to a heterocyclic ring with two or more reactive groups at least one of them being directly attached to a heterocyclic system and at least one of them being directly attached to a non-heterocyclic system the heterocyclic system being a pyrimidine ring
    • 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
    • C09B62/00—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves
    • C09B62/44—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves with the reactive group not directly attached to a heterocyclic ring
    • C09B62/4401—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves with the reactive group not directly attached to a heterocyclic ring with two or more reactive groups at least one of them being directly attached to a heterocyclic system and at least one of them being directly attached to a non-heterocyclic system
    • C09B62/4403—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves with the reactive group not directly attached to a heterocyclic ring with two or more reactive groups at least one of them being directly attached to a heterocyclic system and at least one of them being directly attached to a non-heterocyclic system the heterocyclic system being a triazine ring
    • C09B62/4418—Porphines; Azoporphines

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Coloring (AREA)

Abstract

The invention comprises phthalocyanine dyestuffs of the formula <FORM:1118785/C4-C5/1> wherein Pc represents a phthalocyanine radical, R1 represents a hydrogen atom or a C1-C4 alkyl or hydroxy-(C1-C4) alkyl radical, R2 represents a hydrogen atom or a C1-C4 alkyl, hydroxy-(C1-C4) alkyl or sulphoethyl radical; A represents optionally substituted alkylene or arylene radical; R3, R4 and R5 each represents H, C-C4 alkyl or hydroxy-(C1-C4) alkyl radical or R3 and R4 are joined together so that the <FORM:1118785/C4-C5/2> group represents a <FORM:1118785/C4-C5/3> group; X represents Cl, Br, OCH3 or a group capable of reacting with a CH group in the cellulose molecule under aqueous alkaline conditions, whereby the dyestuff becomes chemically linked to the cellulose through a covalent bond; Q represents N, C-Cl, or C-CN; Z represents an optionally substituted arylene radical; W represents -SO2NH-, -CONH-, -CO-, -O- or -S-; V represents an alkylene radical which may be substituted or contain hetero atoms; Y represents Cl, Br, SO3H or a quaternary ammonium group; a represents a value from 1 to 3, b represents a value from 0 to 2 and c represents a value of from 1 to 3, provided that the sum of a, b and c does not exceed 4, each substituent being attached to a 3- or 4-position of the benz rings of the phthalocyanine nucleus. The compounds wherein X represents Cl, Br or OCH3 may be obtained by treating a phthalocyanine compound of the formula <FORM:1118785/C4-C5/4> wherein X1 represents Cl, Br or OCH3 and X11 represents Cl or Br, with c molecular equivalents of a compound of the formula NHR5-Z-W-V-Y Alternatively, the dyestuffs may be obtained by treating an aqueous suspension of a phthalocyanine sulphochloride of the formula <FORM:1118785/C4-C5/5> wherein p has a value from 0 to 3 and q has a value of from 1 to 4, provided that the sum of p and q does not exceed 4, with an amine of the formula <FORM:1118785/C4-C5/6> and optionally with an amine of the formula HNR1R2 when p has a value which is less than the value of a hydrolysing those sulphochloride groups which have not been reacted with the amine or amines to sulphonic acid groups. Specified groups capable of reacting with cellulose are -SO3Na or -SO3K and quaternary ammonium groups of the formula <FORM:1118785/C4-C5/7> wherein T1 and T2 each represent CH3 and T3 represents a substituted or unsubstituted alkyl or aryl radical; or at least two of T1, T2 and T3 are joined to form with the N atom a heterocyclic ring. Examples are given for the production of the dyestuffs. They may be used singly or in the form of mixtures with themselves or with other classes of reactive dyestuffs for colouring natural and artificial textile materials.
GB4633964A 1964-11-13 1964-11-13 Water-soluble phthalocyanine reactive dyestuffs Expired GB1118785A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB4633964A GB1118785A (en) 1964-11-13 1964-11-13 Water-soluble phthalocyanine reactive dyestuffs

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB4633964A GB1118785A (en) 1964-11-13 1964-11-13 Water-soluble phthalocyanine reactive dyestuffs

Publications (1)

Publication Number Publication Date
GB1118785A true GB1118785A (en) 1968-07-03

Family

ID=10440842

Family Applications (1)

Application Number Title Priority Date Filing Date
GB4633964A Expired GB1118785A (en) 1964-11-13 1964-11-13 Water-soluble phthalocyanine reactive dyestuffs

Country Status (1)

Country Link
GB (1) GB1118785A (en)

Cited By (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4268267A (en) 1978-11-11 1981-05-19 Bayer Aktiengesellschaft Phthalocyanine reactive dyestuffs
EP0073267A1 (en) * 1980-03-04 1983-03-09 Sumitomo Chemical Company, Limited Copper phthalocyanine blue reactive dyes, process for their production, and their use for dyeing cellulosic fibers
US4505714A (en) * 1983-02-17 1985-03-19 Sumitomo Chemical Company, Limited Phthalocyanine fiber reactive compound
EP0285571A2 (en) * 1987-04-02 1988-10-05 Ciba-Geigy Ag Reactive dyes, their preparation and their use
EP0582886A1 (en) * 1992-08-06 1994-02-16 Bayer Ag Phthalocyanine reactive dyes
US5298607A (en) * 1978-07-06 1994-03-29 Ciba-Geigy Corporation Reactive dyes containing fluorotriazine and vinylsulfonyl radicals
WO1997027249A1 (en) * 1996-01-27 1997-07-31 Zeneca Limited Heteropolyfunctional reactive disaro dyes
GB2323369A (en) * 1996-01-27 1998-09-23 Zeneca Ltd Heteropolyfunctional reactive disaro dyes

Cited By (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5298607A (en) * 1978-07-06 1994-03-29 Ciba-Geigy Corporation Reactive dyes containing fluorotriazine and vinylsulfonyl radicals
US4268267A (en) 1978-11-11 1981-05-19 Bayer Aktiengesellschaft Phthalocyanine reactive dyestuffs
EP0073267A1 (en) * 1980-03-04 1983-03-09 Sumitomo Chemical Company, Limited Copper phthalocyanine blue reactive dyes, process for their production, and their use for dyeing cellulosic fibers
US4505714A (en) * 1983-02-17 1985-03-19 Sumitomo Chemical Company, Limited Phthalocyanine fiber reactive compound
EP0285571A2 (en) * 1987-04-02 1988-10-05 Ciba-Geigy Ag Reactive dyes, their preparation and their use
EP0285571A3 (en) * 1987-04-02 1989-01-25 Ciba-Geigy Ag Reactive dyes, their preparation and their use
US4968781A (en) * 1987-04-02 1990-11-06 Ciba-Geigy Corporation Fiber-reactive dyes comprising a halopyrimidine for which a vinylsulfonyl or the like moiety is attached via a bridge member
EP0582886A1 (en) * 1992-08-06 1994-02-16 Bayer Ag Phthalocyanine reactive dyes
US5453501A (en) * 1992-08-06 1995-09-26 Bayer Aktiengesellschaft Phthalocyanine reactive dyestuffs
WO1997027249A1 (en) * 1996-01-27 1997-07-31 Zeneca Limited Heteropolyfunctional reactive disaro dyes
GB2323369A (en) * 1996-01-27 1998-09-23 Zeneca Ltd Heteropolyfunctional reactive disaro dyes
GB2323369B (en) * 1996-01-27 1999-08-04 Zeneca Ltd Heteropolyfunctional reactive disaro dyes

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