GB1067645A - Improvements relating to substituted ª‡-phenylaminoanthraquinone dyestuffs and their use - Google Patents
Improvements relating to substituted ª‡-phenylaminoanthraquinone dyestuffs and their useInfo
- Publication number
- GB1067645A GB1067645A GB3050764A GB3050764A GB1067645A GB 1067645 A GB1067645 A GB 1067645A GB 3050764 A GB3050764 A GB 3050764A GB 3050764 A GB3050764 A GB 3050764A GB 1067645 A GB1067645 A GB 1067645A
- Authority
- GB
- United Kingdom
- Prior art keywords
- group
- substituted
- dyestuffs
- reacting
- unsubstituted
- 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
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 5
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 abstract 5
- 125000003277 amino group Chemical group 0.000 abstract 4
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 4
- -1 anthraquinone compound Chemical class 0.000 abstract 3
- 229910052739 hydrogen Inorganic materials 0.000 abstract 3
- 239000001257 hydrogen Substances 0.000 abstract 3
- 125000000217 alkyl group Chemical group 0.000 abstract 2
- PYKYMHQGRFAEBM-UHFFFAOYSA-N anthraquinone Natural products CCC(=O)c1c(O)c2C(=O)C3C(C=CC=C3O)C(=O)c2cc1CC(=O)OC PYKYMHQGRFAEBM-UHFFFAOYSA-N 0.000 abstract 2
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 abstract 1
- KZBUYRJDOAKODT-UHFFFAOYSA-N Chlorine Chemical compound ClCl KZBUYRJDOAKODT-UHFFFAOYSA-N 0.000 abstract 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 125000003342 alkenyl group Chemical group 0.000 abstract 1
- 125000004183 alkoxy alkyl group Chemical group 0.000 abstract 1
- 125000003545 alkoxy group Chemical group 0.000 abstract 1
- 229940100198 alkylating agent Drugs 0.000 abstract 1
- 239000002168 alkylating agent Substances 0.000 abstract 1
- 230000002152 alkylating effect Effects 0.000 abstract 1
- 150000001412 amines Chemical class 0.000 abstract 1
- 125000003118 aryl group Chemical group 0.000 abstract 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 1
- 229910052801 chlorine Inorganic materials 0.000 abstract 1
- 239000000460 chlorine Substances 0.000 abstract 1
- 125000000753 cycloalkyl group Chemical group 0.000 abstract 1
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 150000002367 halogens Chemical class 0.000 abstract 1
- 125000002768 hydroxyalkyl group Chemical group 0.000 abstract 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 abstract 1
- 125000001424 substituent group Chemical group 0.000 abstract 1
- 125000000547 substituted alkyl group Chemical group 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
- C09B1/00—Dyes with anthracene nucleus not condensed with any other ring
- C09B1/50—Amino-hydroxy-anthraquinones; Ethers and esters thereof
- C09B1/51—N-substituted amino-hydroxy anthraquinone
- C09B1/514—N-aryl derivatives
- C09B1/5145—N-aryl derivatives only amino and hydroxy groups
-
- 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
- C09B1/00—Dyes with anthracene nucleus not condensed with any other ring
- C09B1/50—Amino-hydroxy-anthraquinones; Ethers and esters thereof
- C09B1/51—N-substituted amino-hydroxy anthraquinone
- C09B1/514—N-aryl derivatives
-
- 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
- C09B62/80—Anthracene dyes
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Coloring (AREA)
- Indole Compounds (AREA)
Abstract
The invention comprises dyestuffs of the formula <FORM:1067645/C4-C5/1> wherein of X1 and X2 one X is hydrogen or a hydroxyl group, the other X is hydrogen or a hydroxyl group or-if the first X is a hydroxyl group-a nitro group, an unsubstituted amino group or one which is substituted by a low alkyl, alkoxy-alkyl, or hydroxyalkyl group (wherein the alkyl or alkoxy groups contain not more than 5 carbon atoms), Y1 and Y2 represent hydrogen atoms or, if each of X1 and X2 is a hydrogen atom each or one Y can be halogen, R represents an unsubstituted or substituted alkyl, alkenyl, cycloalkyl or aryl group, and n is 1 or 2, and the benzene ring A is unsubstituted or further substituted by substituents which do not dissociate acid in water. The dyestuffs may be made by reacting <FORM:1067645/C4-C5/2> WITH <FORM:1067645/C4-C5/3> where X3 represents a hydroxyl group if X1 and X2 independently of each other represent hydrogen or a hydroxyl group; and it represents a nitro group if one of X1 and X2 is a nitro group, an unsubstituted or substituted amino group, and optionally reducing a nitro group symbolized by X1 or X2 to an amino group and if desired reacting said amino group with an alkylating agent. Alternatively, the dyestuffs may be made by reacting an anthraquinone compound <FORM:1067645/C4-C5/4> with Hal-O2S-R, where Hal represents a chlorine or bromine atom, optionally reducing a nitro group to an amino and alkylating the latter if desired. This latter anthraquinone compound (IV) may be made by reacting (I) with an amine <FORM:1067645/C4-C5/5>
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH905063A CH437594A (en) | 1963-07-19 | 1963-07-19 | Process for the preparation of substituted α-phenylaminoanthraquinone dyes |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1067645A true GB1067645A (en) | 1967-05-03 |
Family
ID=4347767
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB3050764A Expired GB1067645A (en) | 1963-07-19 | 1964-08-04 | Improvements relating to substituted ª‡-phenylaminoanthraquinone dyestuffs and their use |
Country Status (6)
| Country | Link |
|---|---|
| BE (1) | BE650734A (en) |
| CH (2) | CH437594A (en) |
| DE (1) | DE1644536B1 (en) |
| ES (1) | ES302226A1 (en) |
| GB (1) | GB1067645A (en) |
| NL (1) | NL124633C (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0041477A1 (en) * | 1980-05-29 | 1981-12-09 | Ciba-Geigy Ag | Process for the dyeing of linear polyesters in the mass |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR1291229A (en) * | 1960-06-03 | 1962-04-20 | Ciba Geigy | New anthraquinone dyes, their preparation and use |
-
0
- NL NL124633D patent/NL124633C/xx active
-
1963
- 1963-07-19 CH CH905063A patent/CH437594A/en unknown
- 1963-07-19 CH CH1730166A patent/CH437595A/en unknown
-
1964
- 1964-07-17 DE DE19641644536 patent/DE1644536B1/en not_active Withdrawn
- 1964-07-17 ES ES0302226A patent/ES302226A1/en not_active Expired
- 1964-07-17 BE BE650734D patent/BE650734A/xx unknown
- 1964-08-04 GB GB3050764A patent/GB1067645A/en not_active Expired
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0041477A1 (en) * | 1980-05-29 | 1981-12-09 | Ciba-Geigy Ag | Process for the dyeing of linear polyesters in the mass |
Also Published As
| Publication number | Publication date |
|---|---|
| DE1644536B1 (en) | 1971-04-01 |
| CH437595A (en) | 1967-06-15 |
| ES302226A1 (en) | 1965-01-16 |
| CH437594A (en) | 1967-06-15 |
| BE650734A (en) | 1965-01-18 |
| NL124633C (en) |
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