GB655335A - The preparation of new anthraquinone derivatives - Google Patents
The preparation of new anthraquinone derivativesInfo
- Publication number
- GB655335A GB655335A GB25193/48A GB2519348A GB655335A GB 655335 A GB655335 A GB 655335A GB 25193/48 A GB25193/48 A GB 25193/48A GB 2519348 A GB2519348 A GB 2519348A GB 655335 A GB655335 A GB 655335A
- Authority
- GB
- United Kingdom
- Prior art keywords
- amino
- anthraquinone
- methyl
- butanol
- hydrogen
- 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
- 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
- C09B1/28—Dyes with amino groups substituted by hydrocarbon radicals substituted by alkyl, aralkyl or cyclo alkyl groups
- C09B1/30—Dyes with amino groups substituted by hydrocarbon radicals substituted by alkyl, aralkyl or cyclo alkyl groups sulfonated
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Detergent Compositions (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Dyes of the formula <FORM:0655335/IV (c)/1> in which R is either hydrogen or an alkyl group of 1-4 carbon atoms, R1 and R2 are alkyl, aryl, or aralkyl, or are combined to complete a cycloaliphatic ring, W is -NH2, -OH, hydrogen, halogen, or alkoxy, or R3NH-, where R3 is alkyl, aryl, or aralkyl, or the group -CRH.C(OH)R1R2, X is halogen, hydrogen, or SO3H, Y is hydrogen, -OH, -NH2 or SO3H, and Z is hydrogen or -OH, are made by condensing an anthraquinone derivative having in 1-position a radical or element which is replaceable by an amino group by reaction with an amine, such as hydroxy, nitro, amino, alkoxy, sulpho, or halogen, and substituents W, X, Y and Z as defined above, with a hydroxyalkyl amine of the formula H2N.CHR.C(OH)R1R2. The anthraquinone starting material may be used in the form of its leuco compound with subsequent oxidation, and any other replaceable radicals or elements as defined above may be replaced by reaction with any alkylamine or alkylolamine. In examples: (1) 3-amino-2-methyl-2-butanol is condensed with 1-chloranthraquinone, 1 - nitroanthraquinone, or anthraquinone-1-sodium sulphonate; alternative alkylolamines specified are 2-amino-3-methyl-3-pentanol, 2-amino-3.5-dimethyl-3-hexanol, and 1-(1-hydroxycyclohexyl)-ethylamine; (2) leuco-quinizarine is condensed with methylamine and 3-amino-2-methyl-2-butanol or 2-amino-3-ethyl-3-pentanol; the leuco-quinizarine may be replaced by the leuco-bodies of 1.4.5-trihydroxy-, 1.4.5.8-tetrahydroxy-, 1.4-diamino-, 1.4-aminohydroxy-, or 1.5-diamino-4.8-dihydroxy-anthraquinone; (3) 1-amino-4-bromo - anthraquinone - 2 - sodium sulphonate or 1 - amino - 2.4 - dibromo - anthraquinone sodium-5-sulphonate is condensed with 3-amino-2 - methyl - 2 - butanol, 3 - amino - 2 - methyl - 1 - phenyl - 2 - butanol, or 2 - amino - 3 - ethyl - 3 - pentanol; (4) leuco - 1.4 - diamino - anthraquinone is condensed with 3-amino-2-methyl-2-butanol. The products dye cellulose esters and ethers, oils, solvents, and plastics. They may be sulphonated, or the hydroxyalkyl radical may be sulphated, or by dehydration of the tertiary carbinol group, unsaturated bodies may be formed.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US655335XA | 1947-10-04 | 1947-10-04 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB655335A true GB655335A (en) | 1951-07-18 |
Family
ID=22063373
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB25193/48A Expired GB655335A (en) | 1947-10-04 | 1948-09-27 | The preparation of new anthraquinone derivatives |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB655335A (en) |
-
1948
- 1948-09-27 GB GB25193/48A patent/GB655335A/en not_active Expired
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