GB978294A - New phthalocyanine dyestuffs - Google Patents
New phthalocyanine dyestuffsInfo
- Publication number
- GB978294A GB978294A GB1699362A GB1699362A GB978294A GB 978294 A GB978294 A GB 978294A GB 1699362 A GB1699362 A GB 1699362A GB 1699362 A GB1699362 A GB 1699362A GB 978294 A GB978294 A GB 978294A
- Authority
- GB
- United Kingdom
- Prior art keywords
- formula
- group
- bromine
- chlorine
- nitrogen atom
- 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
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
- C09B62/78—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 other reactive groups
- C09B62/84—Porphines; Azaporphines
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
Abstract
The invention comprises dyestuffs of the formula <FORM:0978294/C4-C5/1> wherein Pc is a phthalocyanine radical, L is a group of the formula <FORM:0978294/C4-C5/2> wherein X is oxygen or sulphur, Z is hydrogen, chlorine, bromine, methyl, methoxy or sulphonic acid, Y is chlorine, bromine or a group of the formula <FORM:0978294/C4-C5/3> wherein V1, V2 and V3 are each hydrocarbon, hydroxyalkyl or heterocyclic radicals or at least two of V1, V2 and V3 are joined or fused together to form with the nitrogen atom a heterocyclic ring or rings, wherein the nitrogen atom is linked to carbon atoms in the said heterocyclic ring or rings through single bonds or through a single bond and a double bond, R1 and R2 are each hydrogen or a hydrocarbon or substituted hydrocarbon radical or R1 and R2 are joined together to form with the nitrogen atom a 5- or 6-membered heterocyclic ring, provided that the <FORM:0978294/C4-C5/4> group is not identical with the radical L, and a, b and c have each a value of from 1 to 2 provided that the sum of a+b+c does not exceed 4. The invention further comprises mixtures of dyes of the above type wherein Y is <FORM:0978294/C4-C5/5> with those wherein Y is chlorine or bromine. The dyes are made by treating an aqueous suspension of a sulphochloride of the formula <FORM:0978294/C4-C5/6> wherein n has a value from 0 to 2 and d from 2 to 4 provided n + d has a value from 3 to 4, with an amine of the formula <FORM:0978294/C4-C5/7> and with an amine of the formula <FORM:0978294/C4-C5/8> wherein Z, X, Y, R1 and R2 are as above and, when n has a value less than a, hydrolysing the unreacted sulphochloride groups to sulphonic acid groups. Those dyes in which Y is a <FORM:0978294/C4-C5/9> group may also be made by treating a dye in which Y is chlorine or bromine with a tertiary amine of the formula <FORM:0978294/C4-C5/100> wherein V1, V2 and V3 have the meanings above. A list of such amines is given and includes trimethylamine, pyridine, N-methylmorpholine and 1 : 4 - diazabicyclo - (2 : 2 : 2) - octane. The dyes dye and print wool, silk, cellulose acetate, polyamides, polyacrylonitrile, aromatic polyesters and cellulose textile materials in blue shades. Specifications 708,543, 784,843, 854,962 and 875,269 are referred to.ALSO:Cellulose textile materials are coloured in the blue shades and simultaneously rendered resistant to creasing by padding or printing the material with an aqueous solution containing (a) the dyestuff or dyestuff mixture defined below, (b) a resin-forming composition and (c) an acid-catelyst, optionally drying the material and heating it to a temperature above 100 DEG C. Lists of resin-forming compositions and acid-catalysts are given. The dyestuffs, in the form of their free acids, are of the formula <FORM:0978294/D1-D2/1> wherein Pc is a phthalocyanine radical, L is an amino group of the formula <FORM:0978294/D1-D2/2> wherein X is oxygen or sulphur, Z is hydrogen, chlorine, bromine, methyl, methoxy or a sulphonic acid group, Y is chlorine or bromine or a group of the formula <FORM:0978294/D1-D2/3> wherein V1, V2 and V3 are each hydrocarbon or heterocyclic radicals or hydroxyalkyl or at least two of V1, V2 and V3 are joined or fused together to form with the nitrogen atom N a heterocyclic ring or rings, wherein the nitrogen atom N is linked to carbon atoms in the said ring or rings through single bonds or through a single bond and a double bond, R1 and R2 are each hydrogen or a hydrocarbon or substituted hydrocarbon radical or R1 and R2 are joined together with the nitrogen atom N to form a 5- or 6-membered heterocyclic ring provided that the <FORM:0978294/D1-D2/4> group is not identical with the group L, and a, b and c have each a value of from 1 to 2 provided that the sum of a + b + c does not exceed 4. The dye mixtures are mixtures of dyes of the above formula wherein Y is chlorine or bromine with those wherein Y is a group of the formula <FORM:0978294/D1-D2/5>
Priority Applications (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB1699362A GB978294A (en) | 1962-05-03 | 1962-05-03 | New phthalocyanine dyestuffs |
DE19631569786 DE1569786A1 (en) | 1962-05-03 | 1963-04-30 | Process for the preparation of phthalocyanine dyes |
CH560963A CH459420A (en) | 1962-05-03 | 1963-05-03 | Process for the preparation of phthalocyanine dyes |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB1699362A GB978294A (en) | 1962-05-03 | 1962-05-03 | New phthalocyanine dyestuffs |
Publications (1)
Publication Number | Publication Date |
---|---|
GB978294A true GB978294A (en) | 1964-12-23 |
Family
ID=10087297
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB1699362A Expired GB978294A (en) | 1962-05-03 | 1962-05-03 | New phthalocyanine dyestuffs |
Country Status (3)
Country | Link |
---|---|
CH (1) | CH459420A (en) |
DE (1) | DE1569786A1 (en) |
GB (1) | GB978294A (en) |
-
1962
- 1962-05-03 GB GB1699362A patent/GB978294A/en not_active Expired
-
1963
- 1963-04-30 DE DE19631569786 patent/DE1569786A1/en active Pending
- 1963-05-03 CH CH560963A patent/CH459420A/en unknown
Also Published As
Publication number | Publication date |
---|---|
DE1569786A1 (en) | 1969-08-14 |
CH459420A (en) | 1968-07-15 |
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