GB317555A - The manufacture of new anthraquinone derivatives and their application in dyeing - Google Patents
The manufacture of new anthraquinone derivatives and their application in dyeingInfo
- Publication number
- GB317555A GB317555A GB1556628A GB1556628A GB317555A GB 317555 A GB317555 A GB 317555A GB 1556628 A GB1556628 A GB 1556628A GB 1556628 A GB1556628 A GB 1556628A GB 317555 A GB317555 A GB 317555A
- Authority
- GB
- United Kingdom
- Prior art keywords
- morpholine
- group
- dianthrimide
- anthraquinonyl
- aminoanthraquinone
- 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
- 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 title abstract 2
- 150000004056 anthraquinones Chemical class 0.000 title abstract 2
- 238000004043 dyeing Methods 0.000 title 1
- 238000004519 manufacturing process Methods 0.000 title 1
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 abstract 4
- 239000000975 dye Substances 0.000 abstract 4
- -1 anthraquinonyl residue Chemical group 0.000 abstract 3
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 abstract 2
- LQNUZADURLCDLV-UHFFFAOYSA-N nitrobenzene Chemical compound [O-][N+](=O)C1=CC=CC=C1 LQNUZADURLCDLV-UHFFFAOYSA-N 0.000 abstract 2
- 210000002268 wool Anatomy 0.000 abstract 2
- FCWBHVZCSYIWHX-UHFFFAOYSA-N 1-(dimethylamino)anthracene-9,10-dione Chemical compound O=C1C2=CC=CC=C2C(=O)C2=C1C=CC=C2N(C)C FCWBHVZCSYIWHX-UHFFFAOYSA-N 0.000 abstract 1
- AWACQBFBMROGQC-UHFFFAOYSA-N 1-amino-4-chloroanthracene-9,10-dione Chemical compound O=C1C2=CC=CC=C2C(=O)C2=C1C(Cl)=CC=C2N AWACQBFBMROGQC-UHFFFAOYSA-N 0.000 abstract 1
- IIPRUQZTMZETSL-UHFFFAOYSA-N 1-bromo-4-(methylamino)anthracene-9,10-dione Chemical compound O=C1C2=CC=CC=C2C(=O)C2=C1C(Br)=CC=C2NC IIPRUQZTMZETSL-UHFFFAOYSA-N 0.000 abstract 1
- BOCJQSFSGAZAPQ-UHFFFAOYSA-N 1-chloroanthracene-9,10-dione Chemical compound O=C1C2=CC=CC=C2C(=O)C2=C1C=CC=C2Cl BOCJQSFSGAZAPQ-UHFFFAOYSA-N 0.000 abstract 1
- QTROOPIDMCZQBL-UHFFFAOYSA-N 1-morpholin-4-ylanthracene-9,10-dione Chemical class C1=CC=C2C(=O)C3=CC=CC=C3C(=O)C2=C1N1CCOCC1 QTROOPIDMCZQBL-UHFFFAOYSA-N 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 125000003282 alkyl amino group Chemical group 0.000 abstract 1
- 229920002678 cellulose Polymers 0.000 abstract 1
- 229920003086 cellulose ether Polymers 0.000 abstract 1
- OPQARKPSCNTWTJ-UHFFFAOYSA-L copper(ii) acetate Chemical compound [Cu+2].CC([O-])=O.CC([O-])=O OPQARKPSCNTWTJ-UHFFFAOYSA-L 0.000 abstract 1
- 150000002170 ethers Chemical class 0.000 abstract 1
- JXYZHMPRERWTPM-UHFFFAOYSA-N hydron;morpholine;chloride Chemical compound Cl.C1COCCN1 JXYZHMPRERWTPM-UHFFFAOYSA-N 0.000 abstract 1
- 229910000030 sodium bicarbonate Inorganic materials 0.000 abstract 1
- 235000017557 sodium bicarbonate Nutrition 0.000 abstract 1
- TXMRAEGWZZVGIH-UHFFFAOYSA-M sodium;1-amino-4-bromo-9,10-dioxoanthracene-2-sulfonate Chemical compound [Na+].O=C1C2=CC=CC=C2C(=O)C2=C1C(Br)=CC(S([O-])(=O)=O)=C2N TXMRAEGWZZVGIH-UHFFFAOYSA-M 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
- C09B1/16—Amino-anthraquinones
- C09B1/20—Preparation from starting materials already containing the anthracene nucleus
- C09B1/26—Dyes with amino groups substituted by hydrocarbon radicals
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
Abstract
317,555. Imperial Chemical Industries, Ltd., Hailwood, A. J., Tatum, W. W., and Watts, G. E. May 26, 1928. N-anthraquinonylmorpholines having the general formula in which AQ is an anthraquinonyl residue, substituted or not, are made by condensing a halogenated anthraquinone with morpholine. Those products free from sulphonic groups or which contain in the anthraquinonyl residue one sulphonie group in the 2-position and in the 1-position an amino-, alkylamino-, or morpholyl group, dye cellulose esters and ethers, and those containing more than one sulphonic group are acid wool dyes. The following examples are specified. (1) Sodium 4-bromo-1-aminoanthraquinone-2- sulphonate is condensed with morpholine hydrochloride in presence of sodium bicarbonate and copper acetate. The product dyes wool a reddishpurple. (2) The products from alpha-chloroanthraquinone, 1-chloro-4-aminoanthraquinone, 1-bromo- 4 methylaminoanthraquinone, 1: 5-dibrorno-4 : 8- dimethylaminoanthraquinone and 4 : 4<1>-dibromo- 1 : 1<1>-dianthrimide (obtained by brominating alphaalpha<1>-dianthrimide in nitrobenzene) respectively and morpholine dye acetate-silk.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB1556628A GB317555A (en) | 1928-05-26 | 1928-05-26 | The manufacture of new anthraquinone derivatives and their application in dyeing |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB1556628A GB317555A (en) | 1928-05-26 | 1928-05-26 | The manufacture of new anthraquinone derivatives and their application in dyeing |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB317555A true GB317555A (en) | 1929-08-22 |
Family
ID=10061398
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB1556628A Expired GB317555A (en) | 1928-05-26 | 1928-05-26 | The manufacture of new anthraquinone derivatives and their application in dyeing |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB317555A (en) |
-
1928
- 1928-05-26 GB GB1556628A patent/GB317555A/en not_active Expired
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