GB1296345A - - Google Patents
Info
- Publication number
- GB1296345A GB1296345A GB1296345DA GB1296345A GB 1296345 A GB1296345 A GB 1296345A GB 1296345D A GB1296345D A GB 1296345DA GB 1296345 A GB1296345 A GB 1296345A
- Authority
- GB
- United Kingdom
- Prior art keywords
- moles
- phthalocyanine
- radical
- substituted
- reactive
- 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
- IEQIEDJGQAUEQZ-UHFFFAOYSA-N phthalocyanine Chemical compound N1C(N=C2C3=CC=CC=C3C(N=C3C4=CC=CC=C4C(=N4)N3)=N2)=C(C=CC=C2)C2=C1N=C1C2=CC=CC=C2C4=N1 IEQIEDJGQAUEQZ-UHFFFAOYSA-N 0.000 abstract 4
- 150000001412 amines Chemical class 0.000 abstract 3
- 125000004442 acylamino group Chemical group 0.000 abstract 2
- 125000002947 alkylene group Chemical group 0.000 abstract 2
- 150000001450 anions Chemical class 0.000 abstract 2
- 125000004432 carbon atom Chemical group C* 0.000 abstract 2
- 125000005842 heteroatom Chemical group 0.000 abstract 2
- 150000002391 heterocyclic compounds Chemical class 0.000 abstract 2
- 125000004433 nitrogen atom Chemical group N* 0.000 abstract 2
- 125000001424 substituent group Chemical group 0.000 abstract 2
- GVBHCMNXRKOJRH-UHFFFAOYSA-N 2,4,5,6-tetrachloropyrimidine Chemical compound ClC1=NC(Cl)=C(Cl)C(Cl)=N1 GVBHCMNXRKOJRH-UHFFFAOYSA-N 0.000 abstract 1
- DPVIABCMTHHTGB-UHFFFAOYSA-N 2,4,6-trichloropyrimidine Chemical compound ClC1=CC(Cl)=NC(Cl)=N1 DPVIABCMTHHTGB-UHFFFAOYSA-N 0.000 abstract 1
- 239000004215 Carbon black (E152) Substances 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 229910052799 carbon Inorganic materials 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 abstract 1
- RBTKNAXYKSUFRK-UHFFFAOYSA-N heliogen blue Chemical compound [Cu].[N-]1C2=C(C=CC=C3)C3=C1N=C([N-]1)C3=CC=CC=C3C1=NC([N-]1)=C(C=CC=C3)C3=C1N=C([N-]1)C3=CC=CC=C3C1=N2 RBTKNAXYKSUFRK-UHFFFAOYSA-N 0.000 abstract 1
- 125000000623 heterocyclic group Chemical group 0.000 abstract 1
- 229930195733 hydrocarbon Natural products 0.000 abstract 1
- 239000002184 metal Substances 0.000 abstract 1
- 229910052751 metal Inorganic materials 0.000 abstract 1
- 101150009274 nhr-1 gene Proteins 0.000 abstract 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 abstract 1
- 238000007127 saponification reaction Methods 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 1
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
- C09B62/02—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves with the reactive group directly attached to a heterocyclic ring
- C09B62/022—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves with the reactive group directly attached to a heterocyclic ring the heterocyclic ring being alternatively specified
- C09B62/036—Porphines; Azaporphines
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
Abstract
1296345 Reactive phthalocyanine dyestuffs SANDOZ Ltd 2 Feb 1970 [10 Feb 1969] 4834/70 Heading C4P [Also in Division C2] Novel reactive phthalocyanine dyestuffs of the formula (wherein Pc is the radical of a phthalocyanine; R 1 and R 2 are each H or hydrocarbon radicals which may be substituted, or NR 1 R 2 is a heterocycle which may be substituted; R 3 and R 4 are ach H or C 1-5 alkyl which may be substituted, or together are C 2-6 alkylene separating the nitrogen atoms by at least 2 carbon atoms which may be interrupted by one or 4 more hetero atoms; R 5 is OH or optionallysubstituted amino; X is a heterocyclic radical containing at least one substituent cleavable as an anion; Z is C 2-6 alkylene separating the nitrogen atoms by at least 2 carbon atoms which may be interrupted by one or more hetero atoms; m is 1, 2 or 3; n is 1, 2 or 3; p is 1 or 2 and m+n+p is 4 or 5) are prepared by reacting one mole of Pc-(SO 2 -Cl) (m+n+p-1) with p moles of an amine of the formula (wherein Y is -NO 2 , -NHX or a non-reactive acylamino group), with (n-1) moles of an amine NHR 1 R 2 and with m moles of water, followed by reduction when Y is NO 2 or saponification when Y is acylamino and reaction of the resulting amine with p moles of a heterocyclic compound which contains at least two substituents cleavable as anions. Preferred heterocyclic compounds are polychlorotriazines, polybromotriazines, polyfluoropyrimidines, polychloropyrimidines and polybromopyrimidines. In preferred products R 1 is H or CH 3 , R 2 , R 3 and R 4 are each H, Z is -(CH 2 ) 2 -, R 5 is OH or NH 2 and X is the radical of 2,4,6-trichloropyrimidine or -triazine, 2,4,5,6-tetrachloropyrimidine, 2,4,6 - trifluoro - 5 - chloro or -bromo-pyrimidine, 2,4-dichloro-6-(amino, methylamino, #-hydroxyethylamino or 3<SP>1</SP>- or 4<SP>1</SP>-sulphophenylamino)-1,3,5-triazine; and Pc is the radical of copper phthalocyanine. In general, the phthalocyanine compounds used may be metal free or metallized.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH197469A CH508026A (en) | 1969-02-10 | 1969-02-10 | Process for the preparation of reactive phthalocyanine compounds |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1296345A true GB1296345A (en) | 1972-11-15 |
Family
ID=4222962
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB1296345D Expired GB1296345A (en) | 1969-02-10 | 1970-02-02 |
Country Status (4)
| Country | Link |
|---|---|
| CH (1) | CH508026A (en) |
| DE (1) | DE2005135A1 (en) |
| FR (1) | FR2035208A5 (en) |
| GB (1) | GB1296345A (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4418015A (en) | 1980-11-28 | 1983-11-29 | Bayer Aktiengesellschaft | Phthalocyanine reactive dyestuffs |
| US5709717A (en) * | 1995-05-12 | 1998-01-20 | Bayer Aktiengesellschaft | Phthalocyanine reactive dyestuff mixture |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3032129A1 (en) * | 1980-08-26 | 1982-04-08 | Bayer Ag, 5090 Leverkusen | PHTHALOCYANIN REACTIVE COLORS, METHOD FOR THE PRODUCTION THEREOF AND THEIR USE FOR COLORING HYDROXYL GROUP AND / OR NITROGEN MATERIALS |
-
1969
- 1969-02-10 CH CH197469A patent/CH508026A/en not_active IP Right Cessation
-
1970
- 1970-02-02 GB GB1296345D patent/GB1296345A/en not_active Expired
- 1970-02-05 DE DE19702005135 patent/DE2005135A1/en active Pending
- 1970-02-09 FR FR7004432A patent/FR2035208A5/fr not_active Expired
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4418015A (en) | 1980-11-28 | 1983-11-29 | Bayer Aktiengesellschaft | Phthalocyanine reactive dyestuffs |
| US5709717A (en) * | 1995-05-12 | 1998-01-20 | Bayer Aktiengesellschaft | Phthalocyanine reactive dyestuff mixture |
Also Published As
| Publication number | Publication date |
|---|---|
| DE2005135A1 (en) | 1970-09-03 |
| CH508026A (en) | 1971-05-31 |
| FR2035208A5 (en) | 1970-12-18 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed | ||
| PLNP | Patent lapsed through nonpayment of renewal fees |